Totally regio- and stereoselective behavior of mono- and diactivated cyclic alkenes in the Lu reaction: synthesis of enantiopure functionalized cyclopentanes.

作者: José L García Ruano , Alberto Núñez , Jr , M Rosario Martín , Alberto Fraile

DOI: 10.1021/JO801896A

关键词:

摘要: 5-Alkoxyfuran-2(5H)-ones and their optically pure 3-p-tolylsulfinyl derivatives, synthetic equivalents of the acyclic esters, react with dipoles generated from allenoates PPh3 (Lu reaction), in a completely regioselective, π-facial selective endo-selective manner, yielding bicyclic adducts, which are easily converted into highly substituted cyclopentane derivatives.

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