FeCl3/C as an efficient catalyst for Ferrier rearrangement of 3, 4, 6-tri-O-Benzyl-D-glucal. Issue 5 (23rd July 2020)

• Record Type: Journal Article
• Authors: Mei, Yuling; Dong, Youxian; Li, Juan; Zhang, Bo; Sun, Guosheng; Zhou, Jiafen; Si, Wenshuai; Han, Yiwen; Wu, Zhenliang; Zhang, Jianbo
• Is Part Of: Journal of carbohydrate chemistry. Volume 39:Issue 5/6(2020)
• Page Start: 232
• Page End: 249
• Publication Date: 2020-07-23
• Subjects: FeCl3/C -- Ferrier rearrangement -- promoter -- glycosylation -- 346-tri-O-benzyl-D-glucal; Carbohydrates -- Periodicals; 547.78
• DOI: 10.1080/07328303.2020.1788575
• Languages: English
• ISSNs: 0732-8303

Abstract

Abstract: FeCl3 /C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3, 4, 6-tri- O -benzyl-D-glucal, which is a relatively unreactive substrate for this type of reaction. The method was applicable to a wide range of alcohols, especially phenols. A series of 2, 3-unsaturated- O -glucosides were prepared efficiently (47–92%) by this method under mild conditions.