Functionalised pyrrolidinones derived from (S)-pyroglutamic acid

Autor:	David T. Cherry, Mark J. Bamford, R. Brian Lamont, Kathryn A Statham, Mark G. Moloney, Jonathan H. Bailey, S. B. Shim, Mark J Beard
Rok vydání:	1996
Předmět:	Bicyclic molecule Organic Chemistry Biochemistry Adduct chemistry.chemical_compound chemistry Drug Discovery Electrophile Hemiaminal Lactam Organic chemistry Pyroglutamic acid Pyrrolidinones Ether cleavage
Zdroj:	Tetrahedron. 52:3719-3740
ISSN:	0040-4020
DOI:	10.1016/0040-4020(96)00047-6
Popis:	The generation of the lactam enolate derived from bicyclic lactams 2a-c, prepared from (S)-pyroglutamic acid 1a, and subsequent reaction with a range of electrophiles, is reported. Exo-diastereoselectivity is generally favoured. The deprotection of some of these adducts to give functionalised hydroxymethylpyrrolidinones is readily achieved by simple hemiaminal ether cleavage under acidic conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fb4f4b509e79643fbc0998e1a3d8ac0f https://doi.org/10.1016/0040-4020(96)00047-6 Zobrazit plný text záznamu Full Text from ScienceDirect