| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1389426 | Carbohydrate Research | 2009 | 6 Pages |
Abstract
Reactions of amines and carbon nucleophiles with 4-sulfonyl-hex-3-enopyranoside generate a range of C-3 amino- and C-3 branched-chain sugars, which are analogues of 3-amino-3,6-dideoxy sugars and 3-C-branched-chain-3,6-dideoxy sugars. The diastereoselectivity of addition reaction is nucleophile dependent; while both nitrogen and carbon nucleophiles added in cis-fashion, amines generated C3-C4 trans-diaxial products (gulo-derivatives), and carbon nucleophiles afforded C3-C4 trans-diequatorial products (gluco-analogues).
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rahul Bhattacharya, Tanmaya Pathak,