Oxiranyl ring opening of trans-stilbene oxide gave rise to anti- or syn-2-bromo-1,2-diphenylethanols, using either MgBr2.Et2O or MgBr2.Et2O, NaBr, and KBr with Amberlyst 15, respectively. Starting from optically pure (R,R)-trans-stilbene oxide, (1R,2R)- and (1R,2S)-2-amino-1,2-diphenylethanols were obtained in high yield and ee.

P.LUPATTELLI, C. BONINI, L. CARUSO, & GAMBACORTA A (2003). Single route to chiral syn- and anti-2-amino-1,2-diphenylethanols via a new stereodivergent opening of trans-1,2-diphenyloxirane. JOURNAL OF ORGANIC CHEMISTRY, 68(8), 3360-3362 [10.1021/jo034133p].

Single route to chiral syn- and anti-2-amino-1,2-diphenylethanols via a new stereodivergent opening of trans-1,2-diphenyloxirane

GAMBACORTA, Augusto
2003

Abstract

Oxiranyl ring opening of trans-stilbene oxide gave rise to anti- or syn-2-bromo-1,2-diphenylethanols, using either MgBr2.Et2O or MgBr2.Et2O, NaBr, and KBr with Amberlyst 15, respectively. Starting from optically pure (R,R)-trans-stilbene oxide, (1R,2R)- and (1R,2S)-2-amino-1,2-diphenylethanols were obtained in high yield and ee.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11590/134608
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