title: Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.
abstract: A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. The protocol is operationally simple, and the chiral reagent is readily recoverable.
authors: Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
authors: Craig E
authors: CE
authors: Stivala
authors: Armen
authors: A
authors: Zakarian
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry*; D000478:Alkylation; D000577:Amides / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D000577:Amides; D008094:Lithium