Diastereoselective Synthesis of Spirocyclopropanes under Mild Conditions via Formal [2+1] Cycloadditions Using 2,3-Dioxo-4-benzylidene-pyrrolidines

被引：11

作者：

Li, Yi ^{[1
]}

Li, Qing-Zhu ^{[1
]}

Huang, Li ^{[1
]}

Liang, Hong ^{[1
]}

Yang, Kai-Chuan ^{[1
]}

Leng, Hai-Jun ^{[1
]}

Liu, Yue ^{[1
]}

Shen, Xu-Dong ^{[1
]}

Gou, Xiao-Jun ^{[1
]}

Li, Jun-Long ^{[1
]}

机构：

[1] Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Peoples R China

来源：

MOLECULES | 2017年 / 22卷 / 02期

基金：

中国国家自然科学基金;

关键词：

spirocyclopropanes; diastereoselective synthesis; catalyst free; sulfur ylide; HIGHLY STEREOSELECTIVE-SYNTHESIS; DONOR-ACCEPTOR CYCLOPROPANES; RING-OPENING CYCLIZATION; ENANTIOSELECTIVE SYNTHESIS; SELECTIVE FORMATION; CONCISE SYNTHESIS; AMMONIUM YLIDES; CONSTRUCTION; DERIVATIVES; CYCLOALKANE-1,3-DIONE-2-SPIROCYCLOPROPANES;

D O I：

10.3390/molecules22020328

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A highly diastereoselective cyclopropanation of cyclic enones with sulfur ylides was developed under catalyst-free conditions, producing multifunctional spirocyclopropanes in generally excellent yields (up to 99% yield and >99:1 d.r.). The asymmetric version of this method was realized by using an easily available chiral sulfur ylide, affording products with moderate to good stereoselectivity.

引用

页数：18

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