Controlling Enantioselectivity in Additions to Cyclic Oxocarbenium Ions via Transition-Metal Catalysis

Dedicated to Professor Robert G. Bergman on the occasion of his 70^th birthday

Abstract

Controlling enantioselectivity in additions to oxocarbenium ions remains a challenge in asymmetric catalysis. By using a catalytically generated chiral organometallic intermediate, a copper acetylide, we have developed a novel approach for additions of carbon nucleophiles to cyclic oxocarbenium ions in high enantioselectivities and yields.

Key words

asymmetric catalysis - oxocarbenium ions - transition metals - alkyne addition - enantioselectivity

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