Construction of all-carbon quaternary center by R2AlCl-mediated ring-opening reaction of oxacycles

Chao Che; Lianzhu Liu; Jianxian Gong; Yunfang Yang; Guoxin Wang; Junmin Quan; Zhen Yang

doi:10.1021/ol902685h

Construction of all-carbon quaternary center by R2AlCl-mediated ring-opening reaction of oxacycles

Org Lett. 2010 Feb 5;12(3):488-91. doi: 10.1021/ol902685h.

Authors

Chao Che¹, Lianzhu Liu, Jianxian Gong, Yunfang Yang, Guoxin Wang, Junmin Quan, Zhen Yang

Affiliation

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

PMID: 20047283
DOI: 10.1021/ol902685h

Abstract

An unexpected R(2)AlCl-mediated ring-opening reaction of oxacycles for the formation of all-carbon quaternary centers was discovered, and a possible mechanism is proposed. The developed chemistry provides a concise approach to synthesize structural diverse of dolastane-type compounds.

Publication types

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

MeSH terms

Catalysis
Combinatorial Chemistry Techniques*
Diterpenes / chemical synthesis*
Diterpenes / chemistry*
Molecular Structure

Substances

Diterpenes