Journal
ORGANIC LETTERS
Volume 13, Issue 6, Pages 1540-1543Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200235j
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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 gamma-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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