Multicomponent Reactions Stereo- and Regioselective Three-Component Reaction in Water: Synthesis of Triazole Substituted β-Lactams Via Click Chemistry

Ming      Lei; Wang-Ze      Song; Zu-Jin      Zhan; Sun-Liang      Cui; Fang-Rui      Zhong

doi:10.2174/157017811795038430

Abstract

Three-component reaction in water was used to prepare a series of triazole substituted trans-β-lactams from the corresponding trans-4-acetoxy-lactam, sodium azide, and alkynes via a Cu(I)-catalyzed click chemistry with base free. This highly stereo- and regioselective procedure is simple, clean and efficient.

Keywords: Three-component reaction, β-lactam, 3R,4R-4-acetoxy-3-[(R)-1-((tert-butyldimethyl-silyl)oxy)-ethyl]-2-azetidinone, click reaction, triazole, stereo- and regioselective reaction, monobactams, carbacephems, carbapenems, sulfinylazetidin

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Letters in Organic Chemistry

Title: Multicomponent Reactions Stereo- and Regioselective Three-Component Reaction in Water: Synthesis of Triazole Substituted β-Lactams Via Click Chemistry

Volume: 8 Issue: 3

Author(s): Ming Lei, Wang-Ze Song, Zu-Jin Zhan, Sun-Liang Cui and Fang-Rui Zhong

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Abstract: Three-component reaction in water was used to prepare a series of triazole substituted trans-β-lactams from the corresponding trans-4-acetoxy-lactam, sodium azide, and alkynes via a Cu(I)-catalyzed click chemistry with base free. This highly stereo- and regioselective procedure is simple, clean and efficient.

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Lei Ming, Song Wang-Ze, Zhan Zu-Jin, Cui Sun-Liang and Zhong Fang-Rui, Multicomponent Reactions Stereo- and Regioselective Three-Component Reaction in Water: Synthesis of Triazole Substituted β-Lactams Via Click Chemistry, Letters in Organic Chemistry 2011; 8 (3) . https://dx.doi.org/10.2174/157017811795038430