Photolysis of the thiohydroximate ester derivative 21 of 2-carboethoxy-2-(2-(benzylseleno)pyridin-3-yl)tridecylcarboxylic acid (20) affords 2-dodecyl-2-carboethoxy-2,3-dihydroselenolo[2,3-b]pyridine (22) in 89% yield in a process presumably involving intramolecular homolytic substitution by a tertiary alkyl radical at selenium with loss of a benzyl radical. Alternatively, rearrangement of O-(om...

Four new and two known ether-soluble resin glycosides were isolated from popular sweet potato (the roots of Ipomoea batatas L. LAM., Kokei 14 go, Convolvulaceae) in Japan. Unlike ester-type dimers, batatins I and II, obtained from other sweet potato (Ipomoea batabas var. batatas), the glycosides were tetra or pentasaccharide monomers in which the sugar moieties are partially acylated by organic...

The synthesis of vinyl bromobutanoate (VBr), a new vinyl acetate monomer derivative obtained by the palladium-catalyzed vinyl exchange reaction between vinyl acetate (VAc) and 4-bromobutyric acid is reported. The homopolymerization of this new monomer using the RAFT/MADIX polymerization technique leads to the formation of novel well-defined and controlled polymers containing pendent bromine fun...

Three Boc-protected fragments of the human leukocyte interferon, LeIFA, have been synthesized: I, BOC LeIFA (99-105) (BOC-Val-Ile-Gln-Gly-Val-Gly-Val); II, BOC LeIFA (116-119) (BOC-Ile-Leu-Ala-Val); III, BOC LeIFA (123-126) (BOC-Phe-GlnArg(Tos)-Ile). The presence of the Boc-group was desired so that these peptides could serve as intermediates in fragment condensation toward larger segments of i...

Brucine diol (BD) catalyzed asymmetric Morita–Baylis–Hillman (MBH) reaction is observed for the first time. N-oxide (BNO) was found to not have an effective chiral catalyst. Faster rate obtained using unsaturated ester or aromatic aldehydes in presence of BNO. 4-Nitrobenzaldehyde and α,β-unsaturated ketone/ester were converted MBH adduct moderate yields (up 74%) with 70% ee value by this cataly...