28277-83-0Relevant academic research and scientific papers
Organotransition Metal Modified Sugars, Part 10. Chromium Iminoglycosylidenes: Synthesis and Application to Photoinduced C-Glycosidation
Doetz, Karl Heinz,Klumpe, Markus,Nieger, Martin
, p. 691 - 699 (1999)
The iminoglycosylidene complexes 3a,b, 9, and 16a,b are conveniently prepared from the sugar lactams 2a,b, 8, and 15a,b by reaction with K2Cr(CO)5 and subsequent deoxygenation with trimethylsilyl chloride (TMSCl). The Cr(CO)5-stabilized carbene moiety of the imino-D-ribo-pyranosylidene complexes 9 and 16a,b has been exploited in the photoinduced generation of ketene-like species on irradiation with UV light. These intermediates were trapped with methanol to produce the methyl 2,6-imino-D-allonates 10 and 17a,b. The C-glycosidation is β-selective and has been applied futher to the preparation of the galactosyl 2,6-imino-D-allonate 19. Solvent effects suggest that the diastereoselectivity originates in the chromium fragment, which shields the re face of the proposed ketene intermediate. - Keywords: chromium; carbene complexes; glycosides; iminosugars; photolysis
OPTICALLY ACTIVE COMPOUND HAVING 3-OXABICYCL[3.3.0]OCTANE SKELETON AND ITS USE
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Page/Page column 24, (2010/02/11)
PROBLEM TO BE SOLVED: To provide a new optically active compound, a new compound for an Anoplophora malasiaca sex stimulant, and a sex stimulant using the same. SOLUTION: The compound is represented by formula I (wherein R1 and R2 ar
