Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions

Manikantha Maraswami; Jeffrey Goh; Teck Peng Loh

doi:10.1021/acs.orglett.0c03801

Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions

Manikantha Maraswami, Jeffrey Goh, Teck Peng Loh^*

^*Corresponding author for this work

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

11 Citations (Scopus)

Abstract

Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.

Original language	English
Pages (from-to)	9724-9728
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	24
DOIs	https://doi.org/10.1021/acs.orglett.0c03801
Publication status	Published - Dec 18 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.0c03801

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abstract = "Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.",

author = "Manikantha Maraswami and Jeffrey Goh and Loh, \{Teck Peng\}",

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year = "2020",

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AU - Maraswami, Manikantha

AU - Goh, Jeffrey

AU - Loh, Teck Peng

PY - 2020/12/18

Y1 - 2020/12/18

N2 - Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.

AB - Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.

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Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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