Gold-catalyzed rearrangement of propargylic tert-butyl carbonates
Gold-catalyzed rearrangement of propargylic tert-butyl carbonates
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DOI：
10.1016/j.tet.2008.11.108
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发表时间：
2009-02-28
期刊：
影响因子：
2.1
通讯作者：
Gagosz, Fabien
中科院分区：
文献类型：
--
作者：
Buzas, Andrea K.;Istrate, Florin M.;Gagosz, Fabien
Diversely substituted 4-alkylidene-1,3-dioxolan-2-ones are efficiently synthesized by a gold(I)-catalyzed rearrangement of propargylic tert-butyl carbonates. The substrates are readily accessible and the transformation, which is performed under mild reaction conditions using a low loading of catalyst, allows the synthesis of cyclic carbonates, which would be less efficiently obtained using traditional methods. This procedure has also been applied to the stereoselective synthesis of (E)- or (Z)-4-halomethylene-1,3-dioxolan-2-ones, which Proved to be suitable substrates for palladium-catalyzed cross-coupling reactions. (C) 2008 Elsevier Ltd. All rights reserved.
