Carbometalltion/Oxidation of Cyclopropenes: an Oasis of Diastereomerically and Enantiomerically Enriched Cyclopropanols and Aldehydes Possessing Quaternary Carbon Stereocenters

The diastereoselective carbocupration reaction of various cyclopropenes followed by addition of oxenoid
leads to the formation of diastereomerically enriched 2,2,3-trisubstituted and 2,2,3,3-tetrasubstituted cyclopropanol derivatives. Ring fragmentation of the copper cyclopropanolate leads to acyclic aldehydes derivatives possessing a-tertiary and a-quaternary carbon stereocenters in a single-pot operation. The use of enantiomerically enriched starting materails paves the road to the production enantiomerically enriched final products.