diff --git a/src/poetry/console/commands/add.py b/src/poetry/console/commands/add.py
index 6a0c38f9f23..549c895ca98 100644
--- a/src/poetry/console/commands/add.py
+++ b/src/poetry/console/commands/add.py
@@ -215,7 +215,15 @@ def handle(self) -> int:
 
             constraint_name = _constraint["name"]
             assert isinstance(constraint_name, str)
-            section[constraint_name] = constraint
+
+            canonical_constraint_name = canonicalize_name(constraint_name)
+
+            for key in section:
+                if canonicalize_name(key) == canonical_constraint_name:
+                    section[key] = constraint
+                    break
+            else:
+                section[constraint_name] = constraint
 
             with contextlib.suppress(ValueError):
                 self.poetry.package.dependency_group(group).remove_dependency(
diff --git a/tests/console/commands/test_add.py b/tests/console/commands/test_add.py
index ff34c4f8b20..9bc238aeb7a 100644
--- a/tests/console/commands/test_add.py
+++ b/tests/console/commands/test_add.py
@@ -1055,6 +1055,44 @@ def test_add_should_skip_when_adding_canonicalized_existing_package_with_no_cons
     assert expected in tester.io.fetch_output()
 
 
+def test_add_latest_should_not_create_duplicate_keys(
+    project_factory: ProjectFactory,
+    repo: TestRepository,
+    command_tester_factory: CommandTesterFactory,
+):
+    pyproject_content = """\
+    [tool.poetry]
+    name = "simple-project"
+    version = "1.2.3"
+    description = "Some description."
+    authors = [
+        "Python Poetry <tests@python-poetry.org>"
+    ]
+    license = "MIT"
+    readme = "README.md"
+
+    [tool.poetry.dependencies]
+    python = "^3.6"
+    Foo = "^0.6"
+    """
+
+    poetry = project_factory(name="simple-project", pyproject_content=pyproject_content)
+    content = poetry.file.read()
+
+    assert "Foo" in content["tool"]["poetry"]["dependencies"]
+    assert content["tool"]["poetry"]["dependencies"]["Foo"] == "^0.6"
+    assert "foo" not in content["tool"]["poetry"]["dependencies"]
+
+    tester = command_tester_factory("add", poetry=poetry)
+    repo.add_package(get_package("foo", "1.1.2"))
+    tester.execute("foo@latest")
+
+    updated_content = poetry.file.read()
+    assert "Foo" in updated_content["tool"]["poetry"]["dependencies"]
+    assert updated_content["tool"]["poetry"]["dependencies"]["Foo"] == "^1.1.2"
+    assert "foo" not in updated_content["tool"]["poetry"]["dependencies"]
+
+
 def test_add_should_work_when_adding_existing_package_with_latest_constraint(
     app: PoetryTestApplication, repo: TestRepository, tester: CommandTester
 ):