Asymmetric Synthesis of Axinellamines A and B

Zhiqiang Ma; Xiao Wang; Yuyong Ma; Chuo Chen

doi:10.1002/anie.201600007

Asymmetric Synthesis of Axinellamines A and B

Zhiqiang Ma, Xiao Wang, Yuyong Ma, Chuo Chen

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

20 Scopus citations

Abstract

Axinellamines A and B are broad-spectrum antibacterial pyrrole-imidazole alkaloids that have a complex polycyclic skeleton. A new asymmetric synthesis of these marine sponge metabolites is described herein, featuring an oxidative rearrangement and an anchimeric chlorination reaction.

Original language	English (US)
Pages (from-to)	4763-4766
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	55
Issue number	15
DOIs	https://doi.org/10.1002/anie.201600007
State	Published - Apr 4 2016

Keywords

alkaloids
anchimeric assistance
axinellamines
natural products
total synthesis

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201600007

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title = "Asymmetric Synthesis of Axinellamines A and B",

abstract = "Axinellamines A and B are broad-spectrum antibacterial pyrrole-imidazole alkaloids that have a complex polycyclic skeleton. A new asymmetric synthesis of these marine sponge metabolites is described herein, featuring an oxidative rearrangement and an anchimeric chlorination reaction.",

keywords = "alkaloids, anchimeric assistance, axinellamines, natural products, total synthesis",

author = "Zhiqiang Ma and Xiao Wang and Yuyong Ma and Chuo Chen",

note = "Funding Information: We thank the NIH (NIGMS R01-GM079554), the Welch Foundation (I-1868), and UT South western for financial support. Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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T1 - Asymmetric Synthesis of Axinellamines A and B

AU - Ma, Zhiqiang

AU - Wang, Xiao

AU - Ma, Yuyong

AU - Chen, Chuo

N1 - Funding Information: We thank the NIH (NIGMS R01-GM079554), the Welch Foundation (I-1868), and UT South western for financial support. Publisher Copyright: © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

PY - 2016/4/4

Y1 - 2016/4/4

N2 - Axinellamines A and B are broad-spectrum antibacterial pyrrole-imidazole alkaloids that have a complex polycyclic skeleton. A new asymmetric synthesis of these marine sponge metabolites is described herein, featuring an oxidative rearrangement and an anchimeric chlorination reaction.

AB - Axinellamines A and B are broad-spectrum antibacterial pyrrole-imidazole alkaloids that have a complex polycyclic skeleton. A new asymmetric synthesis of these marine sponge metabolites is described herein, featuring an oxidative rearrangement and an anchimeric chlorination reaction.

KW - alkaloids

KW - anchimeric assistance

KW - axinellamines

KW - natural products

KW - total synthesis

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JO - Angewandte Chemie - International Edition

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Asymmetric Synthesis of Axinellamines A and B

Abstract

Keywords

ASJC Scopus subject areas

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