Solid-phase synthesis of sn-1,2- and sn-2,3-diacylglycerols via ring-opening of the glycidyl-bound resin.

A general method developed for the parallel solid-phase synthesis of sn-1,2- and sn-2,3-diacyglycerol derivatives. The technique relies on the use of carboxylic acid-promoted epoxide ring-opening reactions of the glycidyl-bound resin 3. The polymer-bound monoacylglycerol 5, formed in this manner, is transformed to the respective polymer-bound diacylglycerols 7 and 9 by reaction of the free alcohol moiety with a second carboxylic acid under conditions that lead to retention or inversion of C-2 stereochemistry.

Indium mediated allylation of quinoline and isoquinoline activated by phenyl chloroformate.

Quinoline and isoquinoline activated by phenyl chloroformate were allylated using indium and allyl bromides in THF at room temperature to give the corresponding allyldihydroquinoline and allyldihydroisoquinoline in good to high yields.

Catalytic transfer hydrogenation of conjugated nitroalkenes using decaborane: synthesis of oximes.

alpha,beta-Unsaturated nitroalkenes are readily reduced to the corresponding aldoximes and ketoximes in good yields, using a system of decaborane (B10H14) and DMSO in methanol in the presence of 10% Pd/C at room temperature under nitrogen.