Chiral silanes via asymmetric hydrosilylation with catalytic CuH

Bruce H Lipshutz; Naoki Tanaka; Benjamin R Taft; Ching-Tien Lee

doi:10.1021/ol0529593

Chiral silanes via asymmetric hydrosilylation with catalytic CuH

Org Lett. 2006 May 11;8(10):1963-6. doi: 10.1021/ol0529593.

Authors

Bruce H Lipshutz¹, Naoki Tanaka, Benjamin R Taft, Ching-Tien Lee

Affiliation

¹ Department of Chemistry and Biochemistry, University of California, Santa Barbara, 93106, USA. lipshutz@chem.ucsb.edu

PMID: 16671757
DOI: 10.1021/ol0529593

Abstract

[reaction: see text] CuH-catalyzed asymmetric conjugate reduction of beta-silyl-alpha,beta-unsaturated esters has been developed. Using PMHS as a stoichiometric source of hydride and in situ generated CuH ligated by Solvias' JOSIPHOS analogue PPF-P(t-Bu)(2) leads to highly enantioselective 1,4-reductions.