Gold(I) catalyzed isomerization of 5-en-2-yn-1-yl acetates: An efficient access to acetoxy bicyclo[3.1.0]hexenes and 2-cycloalken-1-ones
Gold(I) catalyzed isomerization of 5-en-2-yn-1-yl acetates: An efficient access to acetoxy bicyclo[3.1.0]hexenes and 2-cycloalken-1-ones
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DOI：
10.1021/ja064223m
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发表时间：
2006-10-04
影响因子：
15
通讯作者：
Gagosz, Fabien
中科院分区：
文献类型：
--
作者：
Buzas, Andrea;Gagosz, Fabien
描述了金(I)催化的5-en-2-yn-1-乙酸酯重排成功能化的乙酰氧基双环己烯[3.1.0]。所采用的温和反应条件允许通过一系列两个金(I)催化异构化步骤高效快速地合成各种此类双环化合物。乙氧基双环[3.1.0]己烯产物经简单甲醇分解可进一步转化为2-环烯酮。
The gold(I) catalyzed rearrangement of 5-en-2-yn-1-yl acetates into functionalized acetoxy bicyclo[3.1.0]hexenes is described. The mild reaction conditions employed allow the efficient and rapid synthesis of a variety of such bicyclic compounds via a sequence of two gold(I)-catalyzed isomerization steps. Acetoxy bicyclo[3.1.0]hexenes products can be further transformed to 2-cycloalkenones by simple methanolysis.