Practical syntheses of enantiopure carbasugars: carba-beta-altrose, carba-beta-mannose, carba-beta-idose, and carba-beta-talose derivatives
SCIE
SCOPUS
- Title
- Practical syntheses of enantiopure carbasugars: carba-beta-altrose, carba-beta-mannose, carba-beta-idose, and carba-beta-talose derivatives
- Authors
- Yu, SH; Chung, SK
- Date Issued
- 2004-02-23
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Abstract
- D and L forms of carba-beta-altrose 8, carba-beta-mannose 10a, carba-beta-idose 12, carba-beta-talose 14 derivatives were prepared from (+/-)-3-cyclohexene-1-carboxylic acid 1. Homochiral diol compounds D-5a and L-5a, which were prepared from 1 via enzyme resolution of (+/-)-4a, were efficiently transformed to carba-beta-altrose derivatives 8 by stereoselective introduction of hydroxyl groups. Oxidation (PCC)/reduction (NaBH4) of 3-OH and/or 4-OH of 8a efficiently gave 10a, 12, and 14 with good stereoselectivity. (C) 2004 Elsevier Ltd. All rights reserved.
- Keywords
- PSEUDO-SUGARS; ALPHA-D; ALLYLIC ALCOHOLS; HEPARIN; POLYSACCHARIDE; PENTAACETATES; EPOXIDES; FK-506; ACID
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/18068
- DOI
- 10.1016/j.tetasy.2003.12.042
- ISSN
- 0957-4166
- Article Type
- Article
- Citation
- TETRAHEDRON-ASYMMETRY, vol. 15, no. 4, page. 581 - 584, 2004-02-23
- Files in This Item:
- There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.