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: Heck cyclization strategy for preparation of erythrinan alkaloids: asymmetric synthesis of unnatural (-)-erysotramidine from L-tartaric acid.
    Author: Mostowicz D, Dygas M, Kałuża Z.
    Journal: J Org Chem; 2015 Feb 06; 80(3):1957-63. PubMed ID: 25569446.
    Abstract:
    With an imide derived from L-tartaric acid as the starting material, ent-erysotramidine was synthesized for the first time. The synthesis features the use of the enantiopure synthon, prepared in a set of highly stereoselective reactions, including N-acyliminium cyclization, dihydrofuranyl ring formation via silver-catalyzed intramolecular alcohol addition to acetylene, and vinyl ether catalytic hydrogen reduction. The crucial step of the synthesis, assembly of ring A, was achieved by using Heck cyclization of (Z)-iodoolefin.
    [Abstract] [Full Text] [Related] [New Search]