Stereocontrol in the reduction of 1,2-diimine with an oxazaborolidine catalyst. Highly stereoselective preparation of (R,R)-1,2-Diphenylethylenediamine (cas 16635-95-3)

Add time:08/15/2019    Source:sciencedirect.com

Highly 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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