
Tetrahedron p. 3289 - 3294 (1987)
Update date:2022-07-30
Topics:
Hendrie, Shirley K.
Leonard, John
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 trans tbutyldimethylisiloxy-3,4-epoxycyclopentane enantioselectively, thus generating chiral cis and trans tbutyldimethylsiloxy-2-cyclopenten-4-ols.The products had higher enantiomeric purity than those produced when the base was prepared by a previously reported method.
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Doi:10.1002/ejic.200701255
(2008)Doi:10.1002/adsc.201800518
(2018)Doi:10.1021/jo00389a068
(1987)Doi:10.1248/cpb.53.81
(2005)Doi:10.1039/b814336f
(2009)Doi:10.1039/b821039j
(2009)