☆ 4.8 Article

Efficient Generation of ortho-Quinone Methide: Application to the Biomimetic Syntheses of (±)-Schefflone and Tocopherol Trimers

ORGANIC LETTERS (2012)

Journal

ORGANIC LETTERS

Volume 14, Issue 1, Pages 18-21

Publisher

AMER CHEMICAL SOC

DOI: 10.1021/ol202641y

Keywords

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Categories

Chemistry, Organic

Funding

National High Technology Projects 863 [2008AA022317]
Program for New Century Excellent Talents in University [NCET-10-0614]
NSFC [20802050, 21072150]

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Abstract

An efficient method using silver oxide-mediated oxidation for the synthesis of ortho-quinone methides has been developed and applied to the biomimetic syntheses of novel trimeric natural products, (+/-)-schefflone and tocopherol trimers. Further studies of the critical trimerization as well as substrate scope and limitations are also reported.

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