These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: [Development of radical reactions in water aimed at environmentally benign synthetic reactions].
    Author: Ueda M.
    Journal: Yakugaku Zasshi; 2004 Jun; 124(6):311-9. PubMed ID: 15170066.
    Abstract:
    The aqueous medium radical reactions of a variety of imine derivatives such as oxime ether, oxime, hydrazone, nitrone, and N-sulfonylimine were investigated. Triethylborane-mediated intermolecular alkyl radical addition to glyoxylic oxime ether, oxime, and nitrone in water proceeded smoothly to give alpha-amino acid derivatives in good yields. Alkyl radical addition to N-sulfonylimine proceeded in aqueous media using zinc as a radical initiator. The zinc-mediated radical reaction of the hydrazone with a chiral camphorsultam provided the corresponding alkylated products with good diastereoselectivities, which could be converted into enantiomerically pure alpha-amino acids. The indium-mediated radical reactions provide new opportunities for carbon-carbon bond formation such as alkylation reactions of imines and 1,4-addition to electron-deficient olefins. The indium-mediated tandem reactions also proceeded effectively via two carbon-carbon bond-forming processes for the preparation of various types of functionalized cyclic compounds.
    [Abstract] [Full Text] [Related] [New Search]