@@ -16,6 +16,14 @@ func (daemon *Daemon) createContainerPlatformSpecificSettings(container *contain

 		hostConfig.Isolation = daemon.defaultIsolation

 	}

+	if err := daemon.Mount(container); err != nil {

+		return nil

+	}

+	defer daemon.Unmount(container)

+	if err := container.SetupWorkingDirectory(0, 0); err != nil {

+		return err

+	}

+

 	for spec := range config.Volumes {

 		mp, err := volume.ParseMountRaw(spec, hostConfig.VolumeDriver)

@@ -1865,10 +1865,6 @@ func (s *DockerSuite) TestBuildWindowsWorkdirProcessing(c *check.C) {

 func (s *DockerSuite) TestBuildWindowsAddCopyPathProcessing(c *check.C) {

 	testRequires(c, DaemonIsWindows)

 	name := "testbuildwindowsaddcopypathprocessing"

-	// TODO Windows (@jhowardmsft). Needs a follow-up PR to 22181 to

-	// support backslash such as .\\ being equivalent to ./ and c:\\ being

-	// equivalent to c:/. This is not currently (nor ever has been) supported

-	// by docker on the Windows platform.

 	dockerfile := `

 		FROM busybox

 			# No trailing slash on COPY/ADD

@@ -1878,8 +1874,8 @@ func (s *DockerSuite) TestBuildWindowsAddCopyPathProcessing(c *check.C) {

 			WORKDIR /wc2

 			ADD wc2 c:/wc2

 			WORKDIR c:/

-			RUN sh -c "[ $(cat c:/wc1) = 'hellowc1' ]"

-			RUN sh -c "[ $(cat c:/wc2) = 'worldwc2' ]"

+			RUN sh -c "[ $(cat c:/wc1/wc1) = 'hellowc1' ]"

+			RUN sh -c "[ $(cat c:/wc2/wc2) = 'worldwc2' ]"

 			# Trailing slash on COPY/ADD, Windows-style path.

 			WORKDIR /wd1

@@ -7174,3 +7170,28 @@ RUN echo vegeta

 	c.Assert(out, checker.Contains, "Step 2/3 : RUN echo grafana &&     echo raintank")

 	c.Assert(out, checker.Contains, "Step 3/3 : RUN echo vegeta")

 }

+

+// Verifies if COPY file . when WORKDIR is set to a non-existing directory,

+// the directory is created and the file is copied into the directory,

+// as opposed to the file being copied as a file with the name of the

+// directory. Fix for 27545 (found on Windows, but regression good for Linux too)

+func (s *DockerSuite) TestBuildCopyFileDotWithWorkdir(c *check.C) {

+	name := "testbuildcopyfiledotwithworkdir"

+

+	ctx, err := fakeContext(`FROM busybox

+WORKDIR /foo

+COPY file .

+RUN ["cat", "/foo/file"]

+`,

+		map[string]string{})

+	if err != nil {

+		c.Fatal(err)

+	}

+	defer ctx.Close()

+	if err := ctx.Add("file", "content"); err != nil {

+		c.Fatal(err)

+	}

+	if _, err = buildImageFromContext(name, ctx, true); err != nil {

+		c.Fatal(err)

+	}

+}