Unsubstituted and anti aldol products with excellent diastereo- and enantioselectivity are formed when enolates, generated from the corresponding thioacetates and thiopropionates by using bromoborane 1 and triethylamine, are treated with aldehydes. Bromoborane 1 was designed based on transition state computer modeling and then synthesized.
Computer‐Assisted Design of Chiral Boron Enolates: A Novel, Highly Enantioselective Aldol Reaction for Thioacetates and Thiopropionates / C.M.A. GENNARI, D. MORESCA, S. VIETH, A. VULPETTI. - In: ANGEWANDTE CHEMIE. - ISSN 0044-8249. - 32:11(1993), pp. 1618-1621.
Computer‐Assisted Design of Chiral Boron Enolates: A Novel, Highly Enantioselective Aldol Reaction for Thioacetates and Thiopropionates
C.M.A. GENNARIPrimo
;
1993
Abstract
Unsubstituted and anti aldol products with excellent diastereo- and enantioselectivity are formed when enolates, generated from the corresponding thioacetates and thiopropionates by using bromoborane 1 and triethylamine, are treated with aldehydes. Bromoborane 1 was designed based on transition state computer modeling and then synthesized.
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