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^*

^*Corresponding author for this work

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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doi = "10.1039/c9qo01531k",

language = "English",

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TY - JOUR

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 - https://www.scopus.com/pages/publications/85092039060

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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