Organic Letters
Organic Letters
5 years ago

Palladium-Promoted Neutral 1,4-Brook Rearrangement/Intramolecular Allylic Cyclization Cascade Reaction: A Strategy for the Construction of Vinyl Cyclobutanols

Palladium-Promoted Neutral 1,4-Brook Rearrangement/Intramolecular Allylic Cyclization Cascade Reaction: A Strategy for the Construction of Vinyl Cyclobutanols
Xuegong She, Xiaolei Wang, Peng Chen, Hao Zhang, Ziyun Yuan, Xingang Xie, Shiqiang Ma
A cascade reaction to build vinyl cyclobutanol rings through activation of vinyl epoxides by palladium, followed by 1,4-Brook rearrangement and intramolecular cyclization with a palladium complex of the resulting carbon anion, is described. Through this cascade reaction, several highly substituted cyclobutanol substrates were achieved in good yields with high stereoselectivities.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01381

DOI: 10.1021/acs.orglett.7b01381

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