A Novel Protocol for the Regioselective Bromination of Primary Alcohols in Unprotected Carbohydrates or Glycosides

• Published in: Chinese journal of chemistry Vol. 30; no. 7; pp. 1429 - 1432
• Main Author: 薛伟华 张立芬
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.07.2012; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Subjects: bromide; Carbohydrates; Chemistry; Chemistry, Multidisciplinary; CPMA; free sugars; glycosides; Physical Sciences; regioselective; Science & Technology; TBAB; 伯醇; 保护; 区域选择性; 协议; 四丁基溴化铵; 碳水化合物; 苷; METALLOCYCLODEXTRINS; bromide; TRIPHENYLPHOSPHINE; regioselective; glycosides; CYCLOMALTOOLIGOSACCHARIDES; AQUEOUS-SOLUTION; BETA-CYCLODEXTRIN; CHEMISTRY; 6(A)-(3-AMINOPROPYLAMINO)-6(A)-DEOXY-BETA-CYCLODEXTRIN; HOMOGENEOUS CONDITIONS; DERIVATIVES; COMPLEXATION; CPMA; free sugars

The regioselective and efficient bromination of primary hydroxyl groups in unprotected carbohydrates or glycosides is successfully achieved by using （chloro-phenylthio-methylene）dimethylammoniumchloride （CPMA） in the presence of tetrabutylammonium bromide （TBAB） in dry DMF.