Tetrahedron letters

Synthesis of the mannosidase inhibitors swainsonine and 1, 4-dideoxy-1, 4-imino-D-mannitol and of the ring contracted swainsonines,(1S, 2R, 7R, 7aR)-1, 2, 7- …

NM Carpenter, GWJ Fleet, IC di Bello, B Winchester…

Index: Carpenter, Neil M.; Fleet, George W. J.; Bello, Isabelle Cenci di; Winchester, Bryan; Fellows, Linda E.; Nash, Robert J. Tetrahedron Letters, 1989 ,  vol. 30,  # 51  p. 7261 - 7264

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Citation Number: 57

Abstract

Abstract 4, 5-Anhydro-1-azido-1-deoxy-2, 3-O-isopropylidene-D-talitol is a divergent intermediate for the efficient and practical syntheses of 1, 4-dideoxy-1, 4-imino-D-mannitol, swainsonine and of the ring contracted swainsonines,(1S, 2R, 7R, 7aR)-1, 2, 7- trihydroxypyrrolizidine and (1S, 2R, 7S, 7aR)-1, 2, 7-trihydroxypyrrolizidine. The effect on glycosidases of the ring contracted swainsonines is reported.