A divergent [5+2] cascade approachto bicyclo[3.2.1]octanes: facile synthesisofent-kaurene and cedrene-type skeletons†

Chi He^a,Zengbing Bai^‡,b,Jialei Hu^‡,a,Bingnan Wang^a,Hujun Xie^*,c,Lei Yu^*,band Hanfeng Ding^*,a

a Department of Chemistry, Zhejiang University

b School of Chemistry and Chemical Engineering, Yangzhou University,

c Department of Applied Chemistry, Zhejiang Gongshang University,

†Electronic supplementary information (ESI) available. CCDC 1543770 (5j),1557744 (5l), 1543771 (6a0) and 1543772 (15b). For ESI and crystallographic datain CIF or other electronic format see DOI: 10.1039/c7cc04292b

‡Z. B. and J. H. contributed equally to this work

Abstract:A solvent-dependent oxidative dearomatization-induced divergent[5+2] cascade approach tobicyclo[3.2.1]octanes was described.This novel protocol enables a facile synthesis of a series of diverselyfunctionalizedent-kaurene and cedrene-type skeletons in goodyields and excellent diastereoselectivities.

Chemical Communications,2017,53, 8435--8438. IF=6.319

文章链接:http://pubs.rsc.org/en/content/articlelanding/2017/cc/c7cc04292b#!divAbstract