diff --git a/frontend/resources/images/icons/boolean-flatten.svg b/frontend/resources/images/icons/boolean-flatten.svg
new file mode 100644
index 000000000..f7816f8b5
--- /dev/null
+++ b/frontend/resources/images/icons/boolean-flatten.svg
@@ -0,0 +1,3 @@
+<svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 500 500">
+  <path d="M0 0v337.059h141.904C150.271 428.269 227.21 500 320.557 500 419.47 500 500 419.47 500 320.557c0-93.18-71.47-170.015-162.445-178.614V0H0zm32 32h273.555v109.791c-43.314 3.609-82.301 22.678-111.43 51.65L32 32.8V32zm273.555 141.867V303.85l-88.866-88.051c23.298-23.102 54.286-38.46 88.866-41.932zm32 .246C411.119 182.51 468 244.691 468 320.557c0 40.092-15.942 76.315-41.777 102.855l-88.668-87.855V174.113z"/>
+</svg>
diff --git a/frontend/resources/styles/main/partials/sidebar-align-options.scss b/frontend/resources/styles/main/partials/sidebar-align-options.scss
index 2d3565c4a..c9ee61451 100644
--- a/frontend/resources/styles/main/partials/sidebar-align-options.scss
+++ b/frontend/resources/styles/main/partials/sidebar-align-options.scss
@@ -9,11 +9,11 @@
   display: flex;
   border-bottom: solid 1px $color-gray-60;
   height: 40px;
-  padding: 0 $x-small;
 
   .align-group {
+    padding: 0 $x-small;
     display: flex;
-    justify-content: space-evenly;
+    justify-content: start;
     width: 50%;
 
     &:not(:last-child) {
@@ -25,7 +25,12 @@
     align-items: center;
     cursor: pointer;
     display: flex;
+    height: 30px;
+    justify-content: center;
+    margin: 5px 0;
     padding: $small $x-small;
+    width: 25%;
+
     svg {
       height: 16px;
       width: 16px;
diff --git a/frontend/src/app/main/data/workspace.cljs b/frontend/src/app/main/data/workspace.cljs
index 8f4e30599..7b5028fef 100644
--- a/frontend/src/app/main/data/workspace.cljs
+++ b/frontend/src/app/main/data/workspace.cljs
@@ -31,6 +31,7 @@
    [app.main.data.workspace.libraries :as dwl]
    [app.main.data.workspace.notifications :as dwn]
    [app.main.data.workspace.path :as dwdp]
+   [app.main.data.workspace.path.shapes-to-path :as dwps]
    [app.main.data.workspace.persistence :as dwp]
    [app.main.data.workspace.selection :as dws]
    [app.main.data.workspace.state-helpers :as wsh]
@@ -1994,3 +1995,6 @@
 (d/export dwb/group-to-bool)
 (d/export dwb/bool-to-group)
 (d/export dwb/change-bool-type)
+
+;; Shapes to path
+(d/export dwps/convert-selected-to-path)
diff --git a/frontend/src/app/main/data/workspace/groups.cljs b/frontend/src/app/main/data/workspace/groups.cljs
index f3f92c2b3..11605a13b 100644
--- a/frontend/src/app/main/data/workspace/groups.cljs
+++ b/frontend/src/app/main/data/workspace/groups.cljs
@@ -198,7 +198,7 @@
             group-id (first selected)
             group    (get objects group-id)]
         (when (and (= 1 (count selected))
-                   (= (:type group) :group))
+                   (contains? #{:group :bool} (:type group)))
           (let [[rchanges uchanges]
                 (prepare-remove-group page-id group objects)]
             (rx/of (dch/commit-changes {:redo-changes rchanges
diff --git a/frontend/src/app/main/ui/icons.cljs b/frontend/src/app/main/ui/icons.cljs
index 35c5285d2..a0de63839 100644
--- a/frontend/src/app/main/ui/icons.cljs
+++ b/frontend/src/app/main/ui/icons.cljs
@@ -27,6 +27,7 @@
 (def auto-width (icon-xref :auto-width))
 (def boolean-difference (icon-xref :boolean-difference))
 (def boolean-exclude (icon-xref :boolean-exclude))
+(def boolean-flatten (icon-xref :boolean-flatten))
 (def boolean-intersection (icon-xref :boolean-intersection))
 (def boolean-union (icon-xref :boolean-union))
 (def box (icon-xref :box))
diff --git a/frontend/src/app/main/ui/workspace/context_menu.cljs b/frontend/src/app/main/ui/workspace/context_menu.cljs
index b65f9d062..3ed95846f 100644
--- a/frontend/src/app/main/ui/workspace/context_menu.cljs
+++ b/frontend/src/app/main/ui/workspace/context_menu.cljs
@@ -10,7 +10,6 @@
    [app.main.data.modal :as modal]
    [app.main.data.workspace :as dw]
    [app.main.data.workspace.libraries :as dwl]
-   [app.main.data.workspace.path.shapes-to-path :as dwpe]
    [app.main.data.workspace.shortcuts :as sc]
    [app.main.data.workspace.undo :as dwu]
    [app.main.refs :as refs]
@@ -93,6 +92,21 @@
         multiple? (> (count selected) 1)
         editable-shape? (#{:group :text :path} (:type shape))
 
+        is-group? (and (some? shape) (= :group (:type shape)))
+        is-bool?  (and (some? shape) (= :bool (:type shape)))
+
+        set-bool
+        (fn [bool-type]
+          #(cond
+             (> (count selected) 1)
+             (st/emit! (dw/create-bool bool-type))
+
+             (and (= (count selected) 1) is-group?)
+             (st/emit! (dw/group-to-bool (:id shape) bool-type))
+
+             (and (= (count selected) 1) is-bool?)
+             (st/emit! (dw/change-bool-type (:id shape) bool-type))))
+
         current-file-id (mf/use-ctx ctx/current-file-id)
 
         do-duplicate (st/emitf dw/duplicate-selected)
@@ -144,12 +158,8 @@
         do-navigate-component-file (st/emitf (dwl/nav-to-component-file
                                               (:component-file shape)))
 
-        do-boolean-union (st/emitf (dw/create-bool :union))
-        do-boolean-difference (st/emitf (dw/create-bool :difference))
-        do-boolean-intersection (st/emitf (dw/create-bool :intersection))
-        do-boolean-exclude (st/emitf (dw/create-bool :exclude))
-        do-transform-to-path (st/emitf (dwpe/convert-selected-to-path))
-        ]
+        do-transform-to-path (st/emitf (dw/convert-selected-to-path))
+        do-flatten (st/emitf (dw/convert-selected-to-path))]
     [:*
      [:& menu-entry {:title (tr "workspace.shape.menu.copy")
                      :shortcut (sc/get-tooltip :copy)
@@ -198,7 +208,7 @@
                         :on-click do-flip-horizontal}]
         [:& menu-separator]])
 
-     (when (and single? (= (:type shape) :group))
+     (when (and single? (or is-bool? is-group?))
        [:*
          [:& menu-entry {:title (tr "workspace.shape.menu.ungroup")
                          :shortcut (sc/get-tooltip :ungroup)
@@ -216,26 +226,29 @@
                        :shortcut (sc/get-tooltip :start-editing)
                        :on-click do-start-editing}])
 
-     [:& menu-entry {:title "Transform to path"
+     [:& menu-entry {:title (tr "workspace.shape.menu.transform-to-path")
                      :on-click do-transform-to-path}]
 
-     [:& menu-entry {:title (tr "workspace.shape.menu.path")}
-      [:& menu-entry {:title (tr "workspace.shape.menu.union")
-                      :shortcut (sc/get-tooltip :boolean-union)
-                      :on-click do-boolean-union}]
-      [:& menu-entry {:title (tr "workspace.shape.menu.difference")
-                      :shortcut (sc/get-tooltip :boolean-difference)
-                      :on-click do-boolean-difference}]
-      [:& menu-entry {:title (tr "workspace.shape.menu.intersection")
-                      :shortcut (sc/get-tooltip :boolean-intersection)
-                      :on-click do-boolean-intersection}]
-      [:& menu-entry {:title (tr "workspace.shape.menu.exclude")
-                      :shortcut (sc/get-tooltip :boolean-exclude)
-                      :on-click do-boolean-exclude}]
+     (when (or multiple? (and single? (or is-group? is-bool?)))
+       [:& menu-entry {:title (tr "workspace.shape.menu.path")}
+        [:& menu-entry {:title (tr "workspace.shape.menu.union")
+                        :shortcut (sc/get-tooltip :boolean-union)
+                        :on-click (set-bool :union)}]
+        [:& menu-entry {:title (tr "workspace.shape.menu.difference")
+                        :shortcut (sc/get-tooltip :boolean-difference)
+                        :on-click (set-bool :difference)}]
+        [:& menu-entry {:title (tr "workspace.shape.menu.intersection")
+                        :shortcut (sc/get-tooltip :boolean-intersection)
+                        :on-click (set-bool :intersection)}]
+        [:& menu-entry {:title (tr "workspace.shape.menu.exclude")
+                        :shortcut (sc/get-tooltip :boolean-exclude)
+                        :on-click (set-bool :exclude)}]
 
-      [:& menu-separator]
-      ;; TODO
-      [:& menu-entry {:title "Flatten"}]]
+        (when (and single? is-bool?)
+          [:*
+           [:& menu-separator]
+           [:& menu-entry {:title (tr "workspace.shape.menu.flatten")
+                           :on-click do-flatten}]])])
 
      (if (:hidden shape)
        [:& menu-entry {:title (tr "workspace.shape.menu.show")
diff --git a/frontend/src/app/main/ui/workspace/sidebar/options/menus/booleans.cljs b/frontend/src/app/main/ui/workspace/sidebar/options/menus/booleans.cljs
index 4f1137a60..64b287417 100644
--- a/frontend/src/app/main/ui/workspace/sidebar/options/menus/booleans.cljs
+++ b/frontend/src/app/main/ui/workspace/sidebar/options/menus/booleans.cljs
@@ -17,9 +17,14 @@
 (mf/defc booleans-options
   []
   (let [selected (mf/deref refs/selected-objects)
-        disabled (or (empty? selected)
-                     (and (<= (count selected) 1)
-                          (not (contains? #{:group :bool} (:type (first selected))))))
+
+        disabled-bool-btns
+        (or (empty? selected)
+            (and (<= (count selected) 1)
+                 (not (contains? #{:group :bool} (:type (first selected))))))
+
+        disabled-flatten
+        (empty? selected)
 
         head (first selected)
         is-group? (and (some? head) (= :group (:type head)))
@@ -44,29 +49,36 @@
      [:div.align-group
       [:div.align-button.tooltip.tooltip-bottom
        {:alt (tr "workspace.shape.menu.union")
-        :class (dom/classnames :disabled disabled
+        :class (dom/classnames :disabled disabled-bool-btns
                                :selected (= head-bool-type :union))
         :on-click (set-bool :union)}
        i/boolean-union]
 
       [:div.align-button.tooltip.tooltip-bottom
        {:alt (tr "workspace.shape.menu.difference")
-        :class (dom/classnames :disabled disabled
+        :class (dom/classnames :disabled disabled-bool-btns
                                :selected (= head-bool-type :difference))
         :on-click (set-bool :difference)}
        i/boolean-difference]
 
       [:div.align-button.tooltip.tooltip-bottom
        {:alt (tr "workspace.shape.menu.intersection")
-        :class (dom/classnames :disabled disabled
+        :class (dom/classnames :disabled disabled-bool-btns
                                :selected (= head-bool-type :intersection))
         :on-click (set-bool :intersection)}
        i/boolean-intersection]
 
       [:div.align-button.tooltip.tooltip-bottom
        {:alt (tr "workspace.shape.menu.exclude")
-        :class (dom/classnames :disabled disabled
+        :class (dom/classnames :disabled disabled-bool-btns
                                :selected (= head-bool-type :exclude))
         :on-click (set-bool :exclude)}
-       i/boolean-exclude]]]))
+       i/boolean-exclude]]
+
+     [:div.align-group
+      [:div.align-button.tooltip.tooltip-bottom
+       {:alt (tr "workspace.shape.menu.flatten")
+        :class (dom/classnames :disabled disabled-flatten)
+        :on-click (st/emitf (dw/convert-selected-to-path))}
+       i/boolean-flatten]]]))
 
diff --git a/frontend/translations/en.po b/frontend/translations/en.po
index 27c40c21c..f39b799f8 100644
--- a/frontend/translations/en.po
+++ b/frontend/translations/en.po
@@ -3130,3 +3130,9 @@ msgstr "Intersection"
 
 msgid "workspace.shape.menu.exclude"
 msgstr "Exclude"
+
+msgid "workspace.shape.menu.flatten"
+msgstr "Flatten"
+
+msgid "workspace.shape.menu.transform-to-path"
+msgstr "Transform to path"
diff --git a/frontend/translations/es.po b/frontend/translations/es.po
index a1020f9c3..a0139d9e2 100644
--- a/frontend/translations/es.po
+++ b/frontend/translations/es.po
@@ -3015,3 +3015,9 @@ msgstr "Intersección"
 
 msgid "workspace.shape.menu.exclude"
 msgstr "Exclusión"
+
+msgid "workspace.shape.menu.flatten"
+msgstr "Aplanar"
+
+msgid "workspace.shape.menu.transform-to-path"
+msgstr "Convertir en vector"