Efficient synthesis of alkyl 2,3-unsaturated glucopyranosides from glycals mediated by ytterbium(III) triflate-trialkyl aluminum

• Main Authors: Pramchai Deelertpaiboon, Vichai Reutrakul, Suwatchai Jarussophon, Patoomratana Tuchinda, Chutima Kuhakarn, Manat Pohmakotr
• Other Authors: Mahidol University
• Format: Article
• Published: 2018
• Subjects: Biochemistry, Genetics and Molecular Biology; Chemistry; Pharmacology, Toxicology and Pharmaceutics
• Online Access: https://repository.li.mahidol.ac.th/handle/123456789/27115

Treatment of glycals with trialkylaluminum in the presence of a catalytic amount of Yb(OTf)3leads to the corresponding alkyl 2,3-unsaturated glycosides in good to excellent yields. Reactions of protected glycals are achieved under very mild conditions. © 2009 Elsevier Ltd. All rights reserved.