Total Synthesis of Crocagin A

Filip Bihelovic; Desiree Stichnoth; Frank Surup; Rolf Müller; Dirk Trauner

doi:10.1002/anie.201612641

Total Synthesis of Crocagin A

Filip Bihelovic, Desiree Stichnoth, Frank Surup, Rolf Müller, Dirk Trauner

Chemistry

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

Abstract

Crocagin A (1) combines an attractive molecular structure with an unusual biosynthesis and bioactivity. An efficient synthesis of crocagin A is presented that hinges on an early formation of the heterotricyclic core, an electrophilic amination, and the stereoselective hydrogenation of a tetrasubstituted double bond. This synthesis confirms the absolute configuration of crocagin A and provides access to the natural product and derivatives thereof for further biological testing.

Original language	English (US)
Pages (from-to)	12848-12851
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	42
DOIs	https://doi.org/10.1002/anie.201612641
State	Published - Oct 9 2017

Keywords

RiPPs
electrophilic amination
hydrogenation
natural products
total synthesis

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201612641

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author = "Filip Bihelovic and Desiree Stichnoth and Frank Surup and Rolf M{\"u}ller and Dirk Trauner",

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AU - Bihelovic, Filip

AU - Stichnoth, Desiree

AU - Surup, Frank

AU - Müller, Rolf

AU - Trauner, Dirk

PY - 2017/10/9

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KW - RiPPs

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KW - hydrogenation

KW - natural products

KW - total synthesis

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Total Synthesis of Crocagin A

Abstract

Keywords

ASJC Scopus subject areas

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