There is a known issue in the Windows 10 October Update where the consent prompt “Do you want to replace these files” is missing when copying contents from a .ZIP file.
With the Windows 10 October 2018 Update, if you copy or move files from a .ZIP file (without first “extracting” the contents) in to a new destination folder that contains duplicate filenames or is write-protected, you don’t get a “Do you want to replace these files” prompt. It will appear that the files were overwritten, when in fact the copy action for those files is not executed and files have not been overwritten.
This failure can occur in the following scenarios:
Copying from a compressed (.zip) folder to a regular folder.
Moving from a compressed folder to a regular folder.
Copying from a compressed folder to a protected folder.
Note: While the copy action for the duplication file names does not complete and no files are overwritten, the “move” command will also silently fail and might remove/delete the moved file.
We recommend you fully extract the zip folder before you copy files to a new destination folder to avoid this issue.
If you deleted items at any point in this process, you can recover files that were not copied to the destination folder or were unintentionally recycled by doing the following:
Restore files from the Recycle Bin
Open the Recycle Bin
Right-click and select Restore.
Restore files from Temporary File Directory
Open the Run command box by simultaneously pressing Windows logo + R keys.
Type %temp% and then click OK to open the Temp folder containing temporary files.
Locate the file or folder. On the ribbon, select Move to and choose a location or folder to move the file into.
Important: Do not attempt to Cut and Paste items from a compressed (.zip) folder. This may result in unintentionally deleting items that may not be recoverable.
Microsoft is working on a resolution and estimates a solution will be available in early November for this issue.