Biomimetic synthesis of (±)-merochlorin B

Robin Meier; Sebastian Strych; Dirk Trauner

doi:10.1021/ol500800z

Biomimetic synthesis of (±)-merochlorin B

Robin Meier, Sebastian Strych, Dirk Trauner

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is presented. The formation of its isomer, merochlorin A, was not observed under the conditions. Key steps include a directed ortho-metalation (DoM), a selective demethylation, an ortho-allylation, and an oxidative [3 + 2]-cycloaddition mediated by an iodine(III) reagent.

Original language	English (US)
Pages (from-to)	2634-2637
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	10
DOIs	https://doi.org/10.1021/ol500800z
State	Published - May 16 2014

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol500800z

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abstract = "A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is presented. The formation of its isomer, merochlorin A, was not observed under the conditions. Key steps include a directed ortho-metalation (DoM), a selective demethylation, an ortho-allylation, and an oxidative [3 + 2]-cycloaddition mediated by an iodine(III) reagent.",

author = "Robin Meier and Sebastian Strych and Dirk Trauner",

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Biomimetic synthesis of (±)-merochlorin B

Abstract

ASJC Scopus subject areas

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