A new stereospecific synthesis of unusual (Z)-β-branched Baylis- Hillman adducts

Guigen Li, Han Xun Wei, Steven Willis

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Abstract

A new method has been developed for the stereospecific synthesis of unusual (Z)-β-branched Baylis-Hillman adducts with high Z/E selectivity (>99 %) in modest to good yields. The process involves successful formation of anionic β-substituted [α-(alkoxycarbonyl)vinyl]aluminum intermediates and their coupling with aldehydes and ketones catalyzed by n-Bu2BOTf at -78°C.

Original languageEnglish
Pages (from-to)4607-4610
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number26
DOIs
StatePublished - Jun 25 1998

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