Synthesis of the BCD Tricyclic Core of Densanins A and B

Shan Shi; HongWei Shi; JianLong Li; Fei Li; Lei Chen; Chao Zhang; ZhiYan Huang; Na Zhao; Nan Li; Jun Yang

doi:10.1021/acs.orglett.6b00606

Synthesis of the BCD Tricyclic Core of Densanins A and B

Org Lett. 2016 May 6;18(9):1949-51. doi: 10.1021/acs.orglett.6b00606. Epub 2016 Apr 11.

Authors

Shan Shi¹, HongWei Shi¹, JianLong Li¹, Fei Li¹, Lei Chen¹, Chao Zhang¹, ZhiYan Huang¹, Na Zhao¹, Nan Li¹, Jun Yang¹

Affiliation

¹ Innovative Research Center of Medicine, Key Laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University , Chang'an Campus No. 620, West Chang'an Avenue, Chang'an District, Xi'an 710119, China.

PMID: 27065219
DOI: 10.1021/acs.orglett.6b00606

Abstract

A substrate stereocontrolled synthesis of the BCD tricyclic ring system of densanins A and B has been developed. The key transformations include the assembling of ring B via an unprecedented tandem N-allylation/SN2' reaction and the construction of ring C via gold-catalyzed alkenylation of terminal alkyne and pyrrole.

Publication types

Research Support, Non-U.S. Gov't