19465-09-9Relevant articles and documents
Synthesis of 2-C- and 3-C-aryl pyranosides
Hladezuk,Olesker,Cleophax,Lukacs
, p. 869 - 878 (1998)
Lithium diphenylcuprate treatment of methyl 2,3-anhydro-4,6-O-benzylidene-D-pyranosides in which the anomeric substituent and the three-membered rings are cis oriented furnished the expected trans-diaxial opening products. When the relationship between the anomeric group and the epoxide was trans, the same experimental conditions led only to recovered starting material. Cyano cuprates of the type R2CuCNLi2 added stereoselectively to carbohydrate ketones at C-2 and C-3 from the opposite side relative to the anomeric substituent.
A CONVENIENT METHOD FOR THE PREPARATION OF 4,6-O-BENZYLIDENEGLYCALS FROM METHYL 2,3-ANHYDRO-4,6-O-BENZYLIDENE-α-D-HEXAPYRANOSIDES
Tsuda, Nobuo,Yokota, Sumio,Kudo, Takashi,Mitsunobu, Oyo
, p. 289 - 292 (2007/10/02)
The reaction of methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (1) with ethylmagnesium bromide in the presence of CuI afforded 4,6-O-benzylidene-1,2-dideoxy-D-ribo-hex-1-enopyranoside (2).Similarly, methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopy