Alkylation of amino acids without loss of the optical activity: preparation of. alpha.-substituted proline derivatives. A case of self-reproduction of chirality
D Seebach, M Boes, R Naef…
文献索引：Seebach,D.; Boes,M.; Naef,R. Journal of the American Chemical Society, 1983 , vol. 105, p. 5390
Abstract: Proline is condensed with pivalaldehyde to give a single stereoisomer of 2-tert- butyl-l-aza-3-oxabicyclo [3.3. 01octan-4-one (2). This is deprotonated with LDA to give a chiral, nonracemic enolate (3), which combines with electrophiles such as D+(to 4), the more reactive alkylating reagents (to 5, 8-12), and carbonyl derivatives (to 7, 15-26, B-30). It can also be phenylated with (benzene)(tricarbonyI) chromium (to 13) and thiolated with ...
