Lewis acid-induced internal proton return in enolate complexes with chiral amines
Treatment of a 1:1:1 mixture of enolate 5:amine 6:lithium amide 7 with BF3·OEt2 affords the naproxen amide 4a with an enantiomer excess of 77% (>90% yield). The result is attributed to Lewis acid-induced internal proton return (ipr)
Vedejs, Edwin,Lee, Namkyu
p. 891 - 899
(2007/10/02)
A Mild and Efficient Alumina-Promoted Synthesis of t-Butyl Esters
A wide variety of aliphatic acid chlorides including an optically active one has been efficiently converted to their t-butyl esters under very mild reaction conditions by employing activated alumina as a catalyst.