Document Detail


Diastereoselective Preparation of (R)- and (S)-2-Methoxy-2-phenylpent-3-ynoic Acids and their Use as Reliable Chiral Derivatizing Agents.
MedLine Citation:
PMID:  22217094     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Abstract. Benzoyl-S,O-acetals 1a and 1b were used as chiral auxiliaries to achieve the diastereoselective preparation of both enantiomers of 2-methoxy-2-phenylpent-3-ynoic acids (MPPA). The latter were condensed with several chiral secondary alcohols and some primary amines to evaluate their potential as Chiral Derivatizing Agents (CDAs). The 1H NMR spectra of the corresponding esters and amides showed strong consistency with the absolute configuration of the carbinol and amine moieties, whose observed Delta delta L1 and Delta delta L2 values ranged 0.1 - 0.4 and 0.02 - 0.12 ppm, respectively.
Authors:
Salvador Perez-Estrada; Pedro Joseph-Nathan; Hugo Alejandro Jiménez-Vázquez; Manuel E Medina-López; Francisco Ayala-Mata; Luis G Zepeda
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-1-3
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  -     Publication Date:  2012 Jan 
Date Detail:
Created Date:  2012-1-5     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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