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: Enantioselective synthesis of 10-epi-anamarine via an iterative dihydroxylation sequence.
    Author: Gao D, O'Doherty GA.
    Journal: Org Lett; 2005 Mar 17; 7(6):1069-72. PubMed ID: 15760141.
    Abstract:
    [reaction: see text] The enantioselective syntheses of 10-epi-anamarine and 5,10-epi,epi-anamarine have been achieved in 13 to 14 steps. The route relies upon an enantio- and regioselective Sharpless dihydroxylation of either dienoates or trienoates to establish the C-8 to C-11 stereochemistry. A diastereoselective Leighton allylation established the desired C-5 stereochemistry. The route also relies upon a ring-closing metathesis to establish the alpha,beta-unsaturated lactones.
    [Abstract] [Full Text] [Related] [New Search]