Practical synthesis of enantiopure cyclic 1, 2-amino alcohols via catalytic asymmetric ring opening of meso epoxides

…, JF Larrow, EN Jacobsen

Index: Schaus, Scott E.; Larrow, Jay F.; Jacobsen, Eric N. Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4197 - 4199

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Citation Number: 132

Abstract

The importance of cyclic 1, 2-amino alcohols is evident from their presence in a wide variety of biologically important molecules1 and in their successful application as stereochemical control elements. 2 The asymmetric ring opening (ARO) of meso epoxides with TMSN3 catalyzed by chiral (salen) Cr (III) complexes (eq 1) provides efficient access to important representatives of this class of compounds from inexpensive, commercially available ...