Bournaud C, Robic D, Bonin M, Micouin L
Laboratoire de Chimie Thérapeutique, UMR 8638 associée au CNRS et à l'Université René Descartes, Faculté des Sciences Pharmaceutiques et Biologiques, 4 av de l'Observatoire, 75270 Paris Cedex 06, France.
J Org Chem. 2005 Apr 15;70(8):3316-7. doi: 10.1021/jo047778d.
A simple diastereoselective access to amino- and hydrazinocyclopentitols is described. The key step involves a cationic rearrangement of a meso bicyclic hydrazine, followed by two successive stereoselective hydroxylations. Both racemic compounds are micromolar alpha-mannosidase (Jack bean) inhibitors.
描述了一种简单的非对映选择性合成氨基环戊糖醇和肼基环戊糖醇的方法。关键步骤包括内消旋双环肼的阳离子重排，随后是连续两次立体选择性羟基化反应。这两种外消旋化合物都是微摩尔级的α-甘露糖苷酶（刀豆）抑制剂。
