Enantioselective synthesis of homoallylic alcohols using (E)-but-2-enyl-trichlorosilane and chiral diamines

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Richard M. Angell, Anthony G. M. Barrett, D. Christopher Braddock, Steven Swallow and Benjamin D. Vickery


Abstract

Condensation of aromatic aldehydes and (E)-but-2-enyl- trichlorosilane in the presence of (S)-(+)-4-(2-methylpropyl)-2-(2-pyridinyl)-2-oxazoline gives the corresponding homoallylic alcohols in excellent anti-diastereoselectivity (>99%) and good enantioselectivity (36–74%).


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