Synthesis 2017; 49(11): 2411-2422
DOI: 10.1055/s-0036-1588705
paper
© Georg Thieme Verlag Stuttgart · New York

Pd(OAc)2-Catalyzed Desulfinative Cross-Coupling of Sodium Sulfinates with β-Bromostyrenes: Synthesis of Tamoxifen

Meng-Yang Chang*
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Hospital, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC   Email: mychang@kmu.edu.tw
,
Yu- Chieh Cheng
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Hospital, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC   Email: mychang@kmu.edu.tw
,
Pei- Pei Sun
b   Department of Seafood Science, National Kaohsiung Marine University, Kaohsiung 81157, Taiwan, ROC
› Author Affiliations
Further Information

Publication History

Received: 29 December 2016

Accepted after revision: 17 January 2017

Publication Date:
07 February 2017 (online)


Abstract

A Pd(OAc)2-catalyzed desulfinative cross-coupling of (Z)-β-halostyrenes with sodium sulfinates in the presence of PPh3 and Na2CO3 at reflux in good yields is reported. The stereocontrolled cross-coupling process provides a series of sulfonylmethyl (Z)-stilbenes. A synthesis of tamoxifen was studied.

Supporting Information