Conversion of isomeric 2:3 adducts (aminoacid-formaldehyde) to N-acyl-pseudoprolines derivatives |
| |
| Authors: | Jimmy Sélambarom Jacqueline Smadja |
| |
| Institution: | a Laboratoire de Chimie des Substances, Naturelles et des Sciences des Aliments, Faculté des Sciences and Technologies, Université de La Réunion, BP 7151, F-97715 Saint-Denis Messageries Cedex 9, France (DOM)
b Emeritus professor of the University Montpellier II, France |
| |
| Abstract: | Reaction of acyl chlorides or acid anhydrides with isomeric 2:3 adducts derived from condensation of l-serine (1a), l-threonine (1b) and l-cysteine (1c) methyl esters with formaldehyde afforded N-acyl-pseudoprolines 7-19 in various yields. These 2:3 adducts can be considered as synthetic equivalents of oxaproline and thiaproline moieties. The present work revealed the versatile behaviour of the two 2:3 adducts as a consequence of the ring-chain tautomerism occurring in the five- and/or seven-membered rings. |
| |
| Keywords: | N-Acyl-pseudoprolines |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
