A concise and straightforward approach to total synthesis of (+)-Strictifolione and formal synthesis of Cryptofolione via a unified strategy. Issue 8 (18th April 2019)

• Record Type: Journal Article
• Authors: Li, Xiaotong; Wang, Gaopeng; Zhang, Zhibin; Wu, Na; Yang, Qianqian; Huang, Shuangping; Wang, Xiaoji
• Is Part Of: Synthetic communications. Volume 49:Issue 8(2019)
• Page Start: 1031
• Page End: 1039
• Publication Date: 2019-04-18
• Subjects: Strictifolione -- Cryptofolione -- total synthesis -- Barbier reaction -- olefin cross-metathesis; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2019.1580373
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: We describe a concise and straightforward approach to the total syntheses of (+)-Strictifolione and Cryptofolione in the longest linear sequences of four steps and six steps from 3-phenyl propanal and trans-cinnamaldehyde, respectively. The route utilized a titanium tetraisopropoxide/(R)-[1, 1'-binaphthalene]-2, 2'-diol catalyzed Mukaiyama aldol reaction, indium(0)-promoted Barbier reaction, and olefin cross-metathesis as the key reactions. Graphical Abstract: