A novel total synthesis of aculeatin A via a stepwise approach. Issue 16 (2nd February 2017)

• Record Type: Journal Article
• Authors: Zhang, Zhibin; Leng, Xiao; Yang, Shenkun; Liang, Cheng; Huang, Shuangping; Wang, Xiaoji
• Is Part Of: RSC advances. Volume 7:Issue 16(2017)
• Page Start: 9813
• Page End: 9818
• Publication Date: 2017-02-02
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra27140e
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Aculeatin A, isolated from the plant Amomum aculeatum, is a dispirocyclic compound having antimalarial activity. We describe a novel synthetic approach to aculeatin A via a stepwise strategy. Abstract : Aculeatin A, isolated from the plant Amomum aculeatum, is a dispirocyclic compound having antimalarial activity. In this paper, we describe a novel synthetic approach to aculeatin A from 1-tetradecanal in nine steps via a stepwise strategy. The key features of this approach include the 1, 3-diketone preparation from Claisen condensation of ketone and acyl chloride, cyclodehydration, and intramolecular oxa-Michael addition to 2, 3-dihydro-4 H -pyran-4-one.