Highly Diastereoselective Synthetic Route to Enantiopure β<sup>2</sup>-Amino Acids and γ-Amino Alcohols Using a Fluorinated Oxazolidine (Fox) as Chiral Auxiliary
The Journal of Organic ChemistryPublished 18 April 2008
Arnaud Tessier, Nour Lahmar, Julien Pytkowicz, Thierry Brigaud
Citations40
SJR quartileQ2
SJR score0.74
SNIP0.86
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TL;DR
The alkylation reactions of an amide enolate derived from a trifluoromethylated oxazolidine (Fox) chiral auxiliary occur with a complete diastereoselectivity and in good yields with various electrophiles.
Abstract
The alkylation reactions of an amide enolate derived from a trifluoromethylated oxazolidine (Fox) chiral auxiliary occur with a complete diastereoselectivity and in good yields with various electrophiles. This reaction provides a versatile and straightforward strategy for the synthesis of beta(2)-amino acids and gamma-amino alcohols in enantiopure form.
Keywords
ChemistryBiochemistry, Genetics and Molecular BiologyPharmacology, Toxicology and Pharmaceutics
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