Tetrahedron

Preparation of proline derived lithium amide bases and their use in enantioselective deprotonation of meso epoxides

SK Hendrie, J Leonard

文献索引：Hendrie, Shirley K.; Leonard, John Tetrahedron, 1987 , vol. 43, # 14 p. 3289 - 3294

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被引用次数: 47

摘要

An alternative method of preparation for a range of proline derived chiral lithium amide bases is described.(S)-2-(Pyrrolidinomethyl) pyrrolidine, prepared by the new route, has been used to deprotonate cis and transtbutyldimethylsiloxy-3, 4-epoxycyclopentane enantioselectively, thus generating chiral cis and transtbutyldimethylsiloxy-2-cyclopenten-4- ols. The products had higher enantiomeric purity than those produced when the base was ...