Total synthesis of (±) maoecrystal V

Jianxian Gong; Guang Lin; Wenbo Sun; Chuang-Chuang Li; Zhen Yang

doi:10.1021/ja108907x

Total synthesis of (±) maoecrystal V

J Am Chem Soc. 2010 Dec 1;132(47):16745-6. doi: 10.1021/ja108907x. Epub 2010 Nov 4.

Authors

Jianxian Gong¹, Guang Lin, Wenbo Sun, Chuang-Chuang Li, Zhen Yang

Affiliation

¹ Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen 518055, China.

PMID: 21049937
DOI: 10.1021/ja108907x

Abstract

A concise first total synthesis of (±) maoecrystal V (1) is reported. The synthesis features a Wessely oxidative dearomatization of a phenol, an intramolecular Diels-Alder reaction, and a Rh-catalyzed O-H bond insertion as key steps.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry*
Biological Products / chemical synthesis*
Biological Products / chemistry*
Crystallography, X-Ray
Diterpenes / chemical synthesis*
Diterpenes / chemistry*
Stereoisomerism

Substances

Antineoplastic Agents
Biological Products
Diterpenes
maoecrystal V