First enantioselective total synthesis of (S)-(?-longianone

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• 作者：Ramu Sridhar Perali ; ^{prssc@uohyd.ernet.in} ; Seshadri Kalapati
• 关键词：1 ; 2-Cyclopropanecarboxylate ; One-pot reaction ; Intramolecular hetero Michael addition ; 1 ; 7-Dioxaspiro[4 ; 4]nonane ; Carbohydrates
• 刊名：Tetrahedron
• 出版年：2012
• 出版时间：13 May, 2012
• 年：2012
• 卷：68
• 期：19
• 页码：3725-3728
• 全文大小：552 K

文摘

An efficient stereoselective synthesis of (S)-(?-longianone was achieved from sugar derived 1,2-cyclopropanecarboxylate involving bromonium ion mediated solvolytic ring opening and a one-pot dehydrohalogenation, stereoselective intramolecular hetero Michael addition (IHMA) and ester hydrolysis as key steps.