Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis

Authors

Chao-yuan Wang, The Graduate Center, City University of New YorkFollow
Joseph Derosa, CUNY City College
Mark R. Biscoe, CUNY Graduate CenterFollow

Document Type

Article

Publication Date

2015

Abstract

Several research groups have recently developed methods to employ configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions. By establishing the absolute configuration of a chiral alkyltin or alkylboron nucleophile prior to its use in cross-coupling reactions, new stereogenic centers may be rapidly and reliably generated with preservation of the known initial stereochemistry. While this area of research is still in its infancy, such stereospecific cross-coupling reactions may emerge as simple, general methods to access diverse, optically active products from common enantioenriched organometallic building blocks. This minireview highlights recent progress towards the development of general, stereospecific Pd-catalyzed crosscoupling reactions using configurationally stable organometallic nucleophiles.

Comments

This article was originally published in Chemical Science, available at DOI: 10.1039/c5sc01710f.

This article is licensed under a Creative Commons Attribution 3.0 Unported License.