A concise approach to the tricyclic framework of longipinane- and ent-longipinane-type sesquiterpenoids. Issue 3 (3rd January 2019)

• Record Type: Journal Article
• Authors: He, Min; Yi, Jiuzhou; Zhao, Gaoyuan; Chen, Peiqi; Long, Dan; Hu, Xiaojun; Li, Huilin; Xie, Xingang; Wang, Xiaolei; She, Xuegong
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 3(2019)
• Page Start: 383
• Page End: 387
• Publication Date: 2019-01-03
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo01235k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A general strategy for the synthesis of the common 6, 6-dimethyltricyclic[5.4.0.0 2, 8 ]undecane framework of longipinane- and ent -longipinane-type sesquiterpenoids has been successfully developed. Abstract : A concise and efficient strategy for the synthesis of the common 6, 6-dimethyltricyclic[5.4.0.0 2, 8 ]undecane framework of longipinane- and ent -longipinane-type sesquiterpenoids has been developed. This approach features an intramolecular Diels–Alder reaction to construct the 6/7 cis -fused ring system and a Ti(iii )-mediated reductive radical cyclization reaction to access the highly strained bridged cyclobutane moiety.