Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes

Bing Jiang; Meng Zhao; Shu Sen Li; Yun He Xu; Teck Peng Loh

doi:10.1002/anie.201710601

Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes

Bing Jiang, Meng Zhao, Shu Sen Li, Yun He Xu^*, Teck Peng Loh

^*Corresponding author for this work

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

83 Citations (Scopus)

Abstract

A Rh^III-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.

Original language	English
Pages (from-to)	555-559
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	2
DOIs	https://doi.org/10.1002/anie.201710601
Publication status	Published - Jan 8 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

cross-coupling
C−H activation
homogeneous catalysis
macrocycles
rhodium

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10.1002/anie.201710601

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abstract = "A RhIII-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.",

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AU - Zhao, Meng

AU - Li, Shu Sen

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2018/1/8

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N2 - A RhIII-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.

AB - A RhIII-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.

KW - cross-coupling

KW - C−H activation

KW - homogeneous catalysis

KW - macrocycles

KW - rhodium

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Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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