Synthesis of 3‐Oxaterpenoids and Its Application in the Total Synthesis of (±)‐Moluccanic Acid Methyl Ester | Zendy

Li Bin | Zendy; Lai YinChang | Zendy; Zhao Yujun | Zendy; Wong YiuHang | Zendy; Shen ZhiLiang | Zendy; Loh TeckPeng | Zendy

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Synthesis of 3‐Oxaterpenoids and Its Application in the Total Synthesis of (±)‐Moluccanic Acid Methyl Ester

Author(s) -

Li Bin,

Lai YinChang,

Zhao Yujun,

Wong YiuHang,

Shen ZhiLiang,

Loh TeckPeng

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201205981

Subject(s) - polyene , prins reaction , chemistry , total synthesis , alcohol , organic chemistry , intermolecular force , polyolefin , catalysis , molecule , layer (electronics)

Cascades : An InBr 3 ‐catalyzed intermolecular polyene cyclization initiated by a Prins reaction provides a concise approach to 3‐oxaterpenoid derivatives. The reaction is compatible with various aldehydes, ketones, and polyolefin–alcohol substrates. In addition, the total synthesis of (±)‐moluccanic acid methyl ester was achieved in seven steps by using such a Prins–polyene cyclization as the key step.

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