Synthesis of Cembrane Natural Products via Wittig Ring Contraction of Propargylic Ethers

DOI: 10.1021/jo00226a026

Source and publish data:

Journal of Organic Chemistry p. 3860 - 3866 (1987)

Update date:2022-08-28

Topics:

Authors:

Marshall, James A.

Jenson, Todd M.

DeHoff, Bradley S.

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Article abstract of DOI:10.1021/jo00226a026

A new route to the cembranoid carbon skeleton has been devised.Accordingly, the 17-membered ether 15 underwent facile <2,3> Wittig rearrangement to the 1R*, 2R* 14-membered carbocycle 16 upon treatment with n-BuLi in THF-hexanes at -78 deg C.In THF-HMPA t

Full text of DOI:10.1021/jo00226a026

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