A Stereoselective Reductive Hosomi-Sakurai Reaction

Organic Letters
Adriano Bauer, Nuno Maulide

Abstract

A novel reductive variant of the classical Hosomi-Sakurai reaction is reported. This transformation hinges on a redox-neutral, stereoselective internal reduction event under mild conditions. This operationally simple reaction relies on readily available starting materials and leads to useful products in diastereoselectivities of up to 7:1. The versatility of this new method is demonstrated through the stereoselective one-step synthesis of an AChE inhibitor.

References

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Dec 18, 2007·Journal of the American Chemical Society·Chen ZhangDaniel Seidel
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Sep 13, 2013·Chemistry : a European Journal·Bo Peng, Nuno Maulide
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Jan 24, 2018·Nature Chemistry·Weijie ChenDaniel Seidel

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Citations

Aug 19, 2020·Angewandte Chemie·Adriano BauerNuno Maulide

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