Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals

详细信息    查看全文

• 作者：Franklin A. Davis ; Naresh Theddu ; Ram Edupuganti
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：September 17, 2010
• 年：2010
• 卷：12
• 期：18
• 页码：4118-4121
• 全文大小：198K
• 年卷期：v.12,no.18(September 17, 2010)
• ISSN：1523-7052

文摘

Sulfinimine-derived α,β-unsaturated pyrrolidine nitrones, on heating with Al(O-t-Bu)₃, undergo a highly stereoselective intramolecular [3 + 2] cycloaddition to give tricyclic isoxazolidines, which are transformed in three-steps to give C-1 substituted cocaine analogs.