The stereocontrolled addition of (2S)-(+)-2,5-dihydro-3,6-dimethoxy-2- isopropylpyrazine (1) to heterocyclic aldehydes (2) gives mainly a mixture of syn/anti isomers (3) and (4) whose steric configuration was assigned on the basis of spectroscopic data and accepted model for aldol condensation of 1. The possible conversion of adducts to threo β-substituted heteroaromatic serines is demonstrated.
Stereoselective aldol addition of a chiral glycine enolate synthon to heteroaromatic aldehydes / P. Dalla Croce, R. Ferraccioli, C. La Rosa, E. Pizzatti. - In: HETEROCYCLES. - ISSN 0385-5414. - 52:3(2000), pp. 1337-1344.
Stereoselective aldol addition of a chiral glycine enolate synthon to heteroaromatic aldehydes
P. Dalla CrocePrimo
;C. La RosaPenultimo
;
2000
Abstract
The stereocontrolled addition of (2S)-(+)-2,5-dihydro-3,6-dimethoxy-2- isopropylpyrazine (1) to heterocyclic aldehydes (2) gives mainly a mixture of syn/anti isomers (3) and (4) whose steric configuration was assigned on the basis of spectroscopic data and accepted model for aldol condensation of 1. The possible conversion of adducts to threo β-substituted heteroaromatic serines is demonstrated.
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