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 phase-transfer catalytic α-alkylation of 2-methylbenzyl tert-butyl malonates.
    Author: Ha MW, Hong S, Park C, Park Y, Lee J, Kim MH, Lee J, Park HG.
    Journal: Org Biomol Chem; 2013 Jun 28; 11(24):4030-9. PubMed ID: 23666205.
    Abstract:
    A new asymmetric synthetic method to prepare α,α-dialkylmalonates for the construction of a quaternary carbon center via phase-transfer catalytic (PTC) alkylation has been developed. Enantioselective α-alkylation of 2-methylbenzyl tert-butyl α-methylmalonates under phase-transfer catalytic conditions in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide () afforded the corresponding α,α-dialkylmalonates in high chemical (up to 99%) and optical yields (up to 91% ee), which were selectively hydrolyzed to malonic monoacids under alkali basic conditions for conversion to versatile chiral intermediates.
    [Abstract] [Full Text] [Related] [New Search]