Asymmetric Homogeneous Hydrogenation of 2, 5-Disubstituted Furans
P Feiertag, M Albert, U Nettekoven, F Spindler
Index: Feiertag, Petra; Albert, Martin; Nettekoven, Ulrike; Spindler, Felix Organic Letters, 2006 , vol. 8, # 18 p. 4133 - 4135
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Citation Number: 48
Abstract
A homogeneous catalyst system for the asymmetric cis-hydrogenation of 2, 5-disubstituted furans leading to 2', 3'-dideoxynucleoside analogues is described. Best enantioselectivities (ee values of up to 72%) were obtained with cationic rhodium complexes ligated by diphospholanes of the butiphane family. The selectivity of the hydrogenation was reversed by the addition of a base or a polar protic solvent in certain cases. Ferrocene-and proline- ...
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