Tetrahedron letters

Stereoselective reductions of chiral iminium ions

RP Polniaszek, JA McKee

Index: Polniaszek, Richard P.; McKee, Julia A. Tetrahedron Letters, 1987 ,  vol. 28,  # 39  p. 4511 - 4514

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Citation Number: 28

Abstract

Abstract Chiral iminium ions derived from α-phenethylamine have been reduced stereoselectivey with NaBH 4. Diastereoselection of the reduction ranged from 88: 12 to 94: 6. The sense of asymmetric induction has been unambiguously assigned by correlation of reduction products with S-(−)-salsolidine and S-(−)-nor-laudanosine.