Construction of the tricyclic core of steenkrotin-type diterpenoids via intramolecular [3 + 2] cycloaddition.

Abstract

A concise and diastereoselective route to the angularly fused [5-6-7] tricyclic carbon framework of the steenkrotin-type diterpenoids was reported. The key features of the strategy are based on an intramolecular nitrile oxide/alkene [3 + 2] cycloaddition and a regio-selective aldol/dehydration sequence.

• Authors: Jun Xuan, Saiyong Pan, Yuanbao Zhang, Bin Ye, Hanfeng Ding
• Journal: Organic & biomolecular chemistry (Org Biomol Chem) Vol. 13 Issue 6 Pg. 1643-6 (Feb 14 2015) ISSN: 1477-0539 [Electronic] England
• PMID: 25535835 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Diterpenes

Topics

• Cyclization
• Diterpenes (chemical synthesis, chemistry)
• Models, Molecular
• Molecular Conformation
• Stereoisomerism