Diastereoselective Mukaiyama-Michael reaction of O,S-ketene silyl acetal

Yukihiro Fujita, Junzo Otera, Shunichi Fukuzumi

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Abstract

The highly diastereoselective Mukaiyama-Michael reaction has been realized by use of O,S-ketene silyl acetals. Of special importance in this reaction is the effective tuning of the stereochemical course simply by changing the double bond geometry of ketene silyl acetals. Thus, both syn- and anti-Michael adducts can be obtained on the synthetically useful levels of stereochemical purity.

Original languageEnglish
Pages (from-to)9419-9426
Number of pages8
JournalTetrahedron
Volume52
Issue number28
DOIs
StatePublished - 8 Jul 1996

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