ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Dioxolanones 7 and 8a and oxazolinones 9a derived from pivalaldehyde and lactic acid, mandelic acid, and proline, respectively, furnish chiral enolates of type 3 by deprotonation with LDA. Reactions of these enolates with alkyl halides, aldehydes, and ketones (→ 8b, 9b, 11-13) are highly diastereoselective. Thus, the overall enantioselective α-alkylation of chiral, non-racemic α-heterosubstituted carboxylic acids (4 → 6) is realized.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19810640829