Literature DB >> 22721430

Diastereoselective chelation-controlled additions to β-silyloxy aldehydes.

Gretchen R Stanton1, Meara C Kauffman, Patrick J Walsh.   

Abstract

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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Year:  2012        PMID： 22721430      PMCID： PMC3401491          DOI： 10.1021/ol301354w

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  27 in total

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5.  Alkenes as Chelating Groups in Diastereoselective Additions of Organometallics to Ketones.

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