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Molecules 2017, 22(2), 328; doi:10.3390/molecules22020328

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

Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Chengdu 610052, China
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Academic Editor: Roman Dembinski
Received: 16 January 2017 / Revised: 14 February 2017 / Accepted: 16 February 2017 / Published: 22 February 2017
(This article belongs to the Collection Heterocyclic Compounds)
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Abstract

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. View Full-Text
Keywords: spirocyclopropanes; diastereoselective synthesis; catalyst free; sulfur ylide spirocyclopropanes; diastereoselective synthesis; catalyst free; sulfur ylide
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Li, Y.; Li, Q.-Z.; Huang, L.; Liang, H.; Yang, K.-C.; Leng, H.-J.; Liu, Y.; Shen, X.-D.; Gou, X.-J.; Li, J.-L. Diastereoselective Synthesis of Spirocyclopropanes under Mild Conditions via Formal [2 + 1] Cycloadditions Using 2,3-Dioxo-4-benzylidene-pyrrolidines. Molecules 2017, 22, 328.

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