Acyclic stereoselection. 8. A new class of reagents for the highly stereoselective preparation of threo-2-alkyl-3-hydroxycarboxylic acids by the aldol condensation
MC Pirrung, CH Heathcock
Index: Pirrung, Michael C.; Heathcock, Clayton H. Journal of Organic Chemistry, 1980 , vol. 45, # 9 p. 1727 - 1728
Full Text: HTML
Citation Number: 70
Abstract
Summary: threo-3-Hydroxy-2-methylcarboxylic acids may be prepared in high stereochemical yield by condensing aryl propionates 1 or 2 with aldehydes followed by hydrolytic or oxidative removal of the aryl group. Sir: The recent flurry of activity on stereoselective aldol condensations has resulted in methods for realizing high stereochemical control (> 95%) in the preparation of er-
Related Articles:
Acyclic stereoselection—13: Aryl esters: reagents for threo-aldolization
[Heathcock, Clayton H.; Pirrung, Michael C.; Montgomery, Stephen H.; Lampe, John Tetrahedron, 1981 , vol. <23> 37, p. 4087 - 4095]