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Highly Enantioselective Direct Vinylogous Michael Addition of γ-Butenolide to Enals

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Published in Organic Letters. 2011, vol. 13, no. 6, p. 1540 - 1543
Abstract An unprecedented and simple direct vinylogous addition of deconjugated butenolide to enals has been developed in excellent stereoselectivities (>95% ee), with Aminal-PYrrolidine (APY) catalyst. This methodology allows for the efficient preparation of complex γ-butenolide from readily available renewable resources. Furthermore, preliminary mechanistic investigations have allowed for the better understanding of the origin of both stereoselectivities and of the observed high reactivities.
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Other version: http://pubs.acs.org/doi/abs/10.1021/ol200235j
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QUINTARD, Adrien, LEFRANC, Alice, ALEXAKIS, Alexandre. Highly Enantioselective Direct Vinylogous Michael Addition of γ-Butenolide to Enals. In: Organic Letters, 2011, vol. 13, n° 6, p. 1540 - 1543. https://archive-ouverte.unige.ch/unige:14608

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Deposited on : 2011-03-14

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