Synthesis 2013; 45(5): 596-600
DOI: 10.1055/s-0032-1318116
paper
© Georg Thieme Verlag Stuttgart · New York

A Formal Synthesis of (±)-Cephalotaxine via Pauson–Khand Reaction

Ping Xing
a   Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
,
Zuo-gang Huang
b   Shanghai Advanced Research Institute, Chinese Academy of Sciences, 99 Haike Road, Shanghai 201210, P. R. of China   Fax: +86(21)64166128   Email: jiangb@mail.sioc.ac.cn
,
Yun Jin
a   Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
,
Biao Jiang*
a   Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
b   Shanghai Advanced Research Institute, Chinese Academy of Sciences, 99 Haike Road, Shanghai 201210, P. R. of China   Fax: +86(21)64166128   Email: jiangb@mail.sioc.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 14 November 2012

Accepted after revision: 27 December 2012

Publication Date:
31 January 2013 (online)


Abstract

A concise route toward the formal synthesis of (±)-cephalotaxine has been developed. An intermolecular Pauson–Khand reaction was adopted to construct the cyclopentenone ring efficiently with high regioselectivity.

Supporting Information