Total synthesis study of rauvomines A and B: Construction of the pentacyclic core structure

Binglu Wu; Zhi Jiang Jiang; Jianbo Tang; Zhanghua Gao; Hongze Liang; Bencan Tang; Jia Chen; Kewei Lei

doi:10.1039/c9qo01531k

Total synthesis study of rauvomines A and B: Construction of the pentacyclic core structure

Binglu Wu, Zhi Jiang Jiang, Jianbo Tang, Zhanghua Gao, Hongze Liang, Bencan Tang, Jia Chen, Kewei Lei

Department of Chemical and Environmental Engineering

Research output: Journal Publication › Article › peer-review

6 Citations (Scopus)

Abstract

A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl4-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.

Original language	English
Pages (from-to)	1685-1689
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	7
Issue number	13
DOIs	https://doi.org/10.1039/c9qo01531k
Publication status	Published - 7 Jul 2020

ASJC Scopus subject areas

Organic Chemistry

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10.1039/c9qo01531k

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title = "Total synthesis study of rauvomines A and B: Construction of the pentacyclic core structure",

abstract = "A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl4-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.",

author = "Binglu Wu and Jiang, {Zhi Jiang} and Jianbo Tang and Zhanghua Gao and Hongze Liang and Bencan Tang and Jia Chen and Kewei Lei",

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T1 - Total synthesis study of rauvomines A and B

T2 - Construction of the pentacyclic core structure

AU - Wu, Binglu

AU - Jiang, Zhi Jiang

AU - Tang, Jianbo

AU - Gao, Zhanghua

AU - Liang, Hongze

AU - Tang, Bencan

AU - Chen, Jia

AU - Lei, Kewei

PY - 2020/7/7

Y1 - 2020/7/7

N2 - A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl4-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.

AB - A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl4-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.

UR - http://www.scopus.com/inward/record.url?scp=85092039060&partnerID=8YFLogxK

U2 - 10.1039/c9qo01531k

DO - 10.1039/c9qo01531k

M3 - Article

AN - SCOPUS:85092039060

SN - 2052-4110

VL - 7

SP - 1685

EP - 1689

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 13

ER -

Total synthesis study of rauvomines A and B: Construction of the pentacyclic core structure

Abstract

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