Tetrahedron

Construction of functionalized indans by thallium (III) promoted ring contraction of 3-alkenols

HMC Ferraz, LF Silva

文献索引：Ferraz, Helena M.C; Silva Jr., Luiz F Tetrahedron, 2001 , vol. 57, # 50 p. 9939 - 9949

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被引用次数: 36

摘要

An efficient four step protocol for the construction of functionalized indans was developed. 1- Tetralones were transformed into unsaturated esters by Reformatsky reaction with bromo- esters (ethyl 2-bromopropionate, ethyl bromoacetate or ethyl 2-bromobutyrate), followed by dehydration of the β-hydroxy-ester formed. Reduction of the ester moiety led to homoallylic alcohols bearing an endocyclic double bond. The oxidative rearrangement of these 3- ...