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Patrick J. Walsh *

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Organization: University of Pennsylvania
Department: P. Roy and Diana T. Vagelos Laboratories
Title:
Diastereoselective Chelation-Controlled Additions to β-Silyloxy Aldehydes
Co-reporter:Gretchen R. Stanton, Meara C. Kauffman, and Patrick J. Walsh
Organic Letters 2012 Volume 14(Issue 13) pp:3368-3371
Publication Date(Web):June 21, 2012
DOI:10.1021/ol301354w
A general diastereoselective method for the addition of dialkylzincs and (E)-di- and (E)-trisubstituted vinylzinc reagents to β-silyloxy aldehydes is presented. This method employs alkyl zinc triflate and nonaflate Lewis acids and affords chelation-controlled products (6:1 to > 20:1 dr).
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