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通过立体选择性曼尼希反应合成新型甘露糖苷酶抑制剂，即多样性导向的5-取代苦马豆素类似物。

Synthesis of the new mannosidase inhibitors, diversity-oriented 5-substituted swainsonine analogues, via stereoselective Mannich reaction.

作者信息

Fujita Tomoya, Nagasawa Hideko, Uto Yoshihiro, Hashimoto Toshihiro, Asakawa Yoshinori, Hori Hitoshi

机构信息

Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima, Minamijosanjimacho-2, Tokushima 770-8506 Japan.

出版信息

Org Lett. 2004 Mar 4;6(5):827-30. doi: 10.1021/ol049947m.

DOI:10.1021/ol049947m
PMID:14986985
Abstract

5alpha-substituted swainsonine analogues were synthesized by Mannich reaction of an in situ generated (-)-swainsonine iminium ion intermediate. 5alpha-substituted swainsonine analogues were epimerized to their 5beta-isomers in protic solvent. [reaction: see text]

摘要

通过原位生成的（-）-苦马豆素亚胺离子中间体的曼尼希反应合成了5α-取代的苦马豆素类似物。5α-取代的苦马豆素类似物在质子溶剂中差向异构化为其5β-异构体。[反应：见正文]

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