3,3-Dibromo-2-trifluoromethyl acrylic acid ethyl ester: a versatile platform for the stereoselective preparation of functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones †,10.1039/C6QO00360E

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3,3-Dibromo-2-trifluoromethyl acrylic acid ethyl ester: a versatile platform for the stereoselective preparation of functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones †

Satoshi Mizuta,Hiroki Otaki,Kanami Kitamura,Kodai Nishi,Ken Watanabe,Juliann Nzembi Makau,Ryo Hashimoto,Toshiya Usui,Kenya Chiba

Organic Chemistry Frontiers Pub Date : 09/27/2016 00:00:00 , DOI:10.1039/C6QO00360E

Abstract

We herein describe a method for synthetic routes to multi-functionalized-α-trifluoromethyl α,β-unsaturated lactones and trifluoromethyl pyrazolinones. This involves a tandem stereoselective functionalization of 3,3-dibromo-2-trifluoromethyl acrylic acid ethyl ester and intramolecular cyclization reaction to afford precursors for a Suzuki–Miyaura cross-coupling reaction with arylboronic acids.