Stereocontrol in the reduction of 1,2-diimine with an oxazaborolidine catalyst. Highly stereoselective preparation of (R,R)-1,2-diphenylethylenediamine
1995; Elsevier BV; Volume: 36; Issue: 47 Linguagem: Inglês
10.1016/0040-4039(95)01825-3
ISSN1873-3581
AutoresMakoto Shimizu, Mie Kamei, Tamotsu Fujisawa,
Tópico(s)Asymmetric Hydrogenation and Catalysis
ResumoHighly enantioselective reduction of 1,2-bis(p-methoxyphenylimino)-1,2-diphenylethane was conducted even with 0.5 mol% of new oxazaborolidine derived form L-threonine and a stoichiometric amount of BH3·THF to give 1,2-diphenylethylenediamine derivative in excellent enantiomeric purity. The subsequent deprotection of nitrogen atoms afforded (R,R)-1,2-diphenylethylenediamine in enantiomerically pure form.
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