Issue 11, 2017

Rapid construction of the 6/6/5 tricyclic framework via a tandem radical cyclization reaction and its application to the synthesis of 5-epi-7-deoxy-isoabietenin A

Abstract

A tandem radical cyclization reaction towards the 6/6/5 fused tricyclic skeleton, which exists in numerous natural products, was developed in modest to good yields. In this transformation, two C–C bonds and two rings were formed successively via a tandem 5-exo-trig/6-endo-trig cyclization reaction. 5-epi-7-deoxy-Isoabietenin A was also synthesized efficiently via this strategy.

Graphical abstract: Rapid construction of the 6/6/5 tricyclic framework via a tandem radical cyclization reaction and its application to the synthesis of 5-epi-7-deoxy-isoabietenin A

Supplementary files

Article information

Article type
Research Article
Submitted
04 iyl 2017
Accepted
14 avq 2017
First published
15 avq 2017

Org. Chem. Front., 2017,4, 2211-2215

Rapid construction of the 6/6/5 tricyclic framework via a tandem radical cyclization reaction and its application to the synthesis of 5-epi-7-deoxy-isoabietenin A

H. Zhang, S. Ma, Z. Xing, L. Liu, B. Fang, X. Xie and X. She, Org. Chem. Front., 2017, 4, 2211 DOI: 10.1039/C7QO00550D

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