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Type: Journal article
Title: Total synthesis of peniphenones A-D via biomimetic reactions of a common o-Quinone methide intermediate
Author: Spence, J.
George, J.
Citation: Organic Letters, 2015; 17(24):5970-5973
Publisher: American Chemical Society
Issue Date: 2015
ISSN: 1523-7060
Statement of
Justin T. J. Spence and Jonathan H. George
Abstract: The total synthesis of peniphenones A-D has been achieved via Michael reactions between appropriate nucleophiles and a common o-quinone methide intermediate. This strategy, which was based on a biosynthetic hypothesis, minimized the use of protecting groups and thus facilitated concise syntheses of the natural products. The most complex target, the benzannulated spiroketal peniphenone A, was synthesized enantioselectively in nine linear steps from commercially available starting materials.
Keywords: Mycobacterium tuberculosis
Description: Published: December 4, 2015
Rights: © 2015 American Chemical Society
DOI: 10.1021/acs.orglett.5b02902
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