Organocatalytic and enantioselective [4+2] cyclization between hydroxymaleimides and ortho-hydroxyphenyl para-quinone methide-selective preparation of chiral hemiketals

Chemical Communications
2020.0

Abstract

A cinchona alkaloid squaramide promoted enantioselective [4+2] cyclization between hydroxymaleimides and ortho-hydroxyphenyl p-QMs has been disclosed, and a wide range of chiral hemiketals containing chromane and succinimide frameworks with two adjacent quaternary stereogenic centers have been prepared for the first time with excellent results (up to 99% yield, up to 99 : 1 dr, up to >99% ee) under mild conditions.

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