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An Efficient Synthesis of Highly Functionalized [5,6] Aromatic Spiroketals by Hetero-Diels−Alder Reaction

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journal contribution
posted on 2008-03-06, 00:00 authored by Guanglian Zhou, Jianrong Zhu, Zhixiang Xie, Ying Li
A hetero-Diels−Alder reaction of vinyl sulfoxides with o-quinone methides precursor constructs highly functionalized [5,6] aromatic spiroketal skeletons in moderate to good yields with high regioselectivity. The two functional groups (ketone and olefin) can be further subjected to many synthetic transformations.

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