25874-16-2Relevant academic research and scientific papers
A mild and environmentally benign method for the synthesis of glycals in PEG-600/H2O
Zhao, Jinzhong,Wei, Shanqiao,Ma, Xiaofeng,Shao, Huawu
, p. 1124 - 1127 (2009)
Glycals were synthesized via a simple, mild, convenient and environmentally benign procedure, in which protected glycosyl bromides undergo the reductive elimination in the presence of zinc in PEG-600/H2O at room temperature. The glycals were obtained in 75-92% isolated yields.
A rapid synthesis of pyranoid glycals promoted by β-cyclodextrin and ultrasound
Zhao, Jinzhong,Shao, Huawu,Wu, Xin,Shi, Shaojing
experimental part, p. 1434 - 1440 (2011/11/05)
A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading (1.5 equiv.) is described. The process is activated by β-cyclodextrin and ultrasound. Based on 19 samples, this method has been demonstrated to be highly effective for a broad range of glycosyl bromides, including acid- or base-sensitive and disaccharide glycosyl bromides. A yield of 85%-96% of glycals was obtained. Copyright
Total synthesis of (+)-cacospongionolide B
Oshida, Motoko,Ono, Misaki,Nakazaki, Atsuo,Kobayashi, Susumu
experimental part, p. 313 - 328 (2010/06/13)
Total synthesis of (+)-cacospongionolide B was achieved. The synthesis involved highly stereoselective C-glycosidation of a glycal derived from D-arabinose with 3-furyl boronic acid in the presence of a palladium catalyst and S-alkyl Suzuki-Miyaura coupling of in situ generated alkylborane prepared by the reaction of vinyl trans-decaMn with alkenyl triflate.
