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用于多环吡咯烷的两个非稳定甲亚胺叶立德的双1,3-偶极环加成反应

Double 1,3-Dipolar Cycloadditions of Two Nonstabilized Azomethine Ylides for Polycyclic Pyrrolidines.

作者信息

Zhang Xiaofeng, Qiu Weiqi, Evans Jason, Kaur Manpreet, Jasinski Jerry P, Zhang Wei

机构信息

Center for Green Chemistry and Department of Chemistry , University of Massachusetts Boston , 100 Morrissey Boulevard , Boston , Massachusetts 02125 , United States.

Department of Chemistry , Keene State College , 229 Main Street , Keene , New Hampshire 03435 , United States.

出版信息

Org Lett. 2019 Apr 5;21(7):2176-2179. doi: 10.1021/acs.orglett.9b00487. Epub 2019 Mar 18.

DOI:10.1021/acs.orglett.9b00487
PMID:30883128
Abstract

Nonstabilized azomethine ylides derived from decarboxylation of oxazolidin-5-ones were used for double 1,3-dipolar cycloadditions in diastereoselective synthesis of pyrrolidine-containing tetracyclic compounds. This is the first example of one-pot and five-component reactions involving two nonstabilized azomethine ylides. Only CO and water were generated as byproducts.

摘要

由恶唑烷-5-酮脱羧衍生得到的非稳定偶氮甲碱叶立德用于含吡咯烷四环化合物的非对映选择性合成中的双1,3-偶极环加成反应。这是涉及两个非稳定偶氮甲碱叶立德的一锅法五组分反应的首个实例。仅生成一氧化碳和水作为副产物。

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