Asymmetric total synthesis and antidepressant activity of (−)-sila-mesembranol bearing a silicon stereocenter. Issue 21 (1st September 2021)

• Record Type: Journal Article
• Authors: Luo, Gan; Chen, Lingmin; Li, Yi; Fan, Yu; Wang, Duyang; Yang, Yufan; Gao, Lu; Jiang, Ruotian; Song, Zhenlei
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 21(2021)
• Page Start: 5941
• Page End: 5947
• Publication Date: 2021-09-01
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo00682g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Asymmetric total synthesis of (−)-sila-mesembranol, the silicon analog of the natural alkaloid (−)-mesembranol has been achieved in 3.3% yield over 11 steps. The synthetic (−)-sila-mesembranol in mice exhibits better antidepressant effects than its carbon counterpart. Abstract : Asymmetric total synthesis of (−)-sila-mesembranol, the silicon analog of the natural alkaloid (−)-mesembranol has been achieved in 3.3% yield over 11 steps. The chiral silicon center was enantioselectively constructed via the asymmetric expansion of a silacyclobutane ring. The synthetic (−)-sila-mesembranol in mice exhibits better antidepressant effects than its carbon counterpart.