Synthesis 2014; 46(22): 3041-3046
DOI: 10.1055/s-0034-1378557
paper
© Georg Thieme Verlag Stuttgart · New York

A Concise Total Synthesis of (±)-Cassumunin C

Yihua Dai
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
,
Yazheng He
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
,
Yao Wang
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
,
Huifang Jiang
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
,
Zhifang Li
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
,
Weifeng Chen*
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China   eMail: chenwf@hznu.edu.cn   eMail: chenwfmail@163.com
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Publikationsverlauf

Received: 11. Juni 2014

Accepted after revision: 11. Juli 2014

Publikationsdatum:
14. August 2014 (online)


Abstract

The first concise and efficient total synthesis of (±)-cassumunin C has been accomplished with a longest linear sequence of seven steps in 11.7% yield. The key steps involve aromatic propargylation and stereoselective reduction of alkynylphenol to the corresponding (E)-alkenylphenol.

Supporting Information