Short Stereoselective Synthesis of α-Substituted γ-Lactams

Autor:	Bhooma Raghavan, Rodney L. Johnson
Rok vydání:	2006
Předmět:	Chiral auxiliary Dipeptide Stereochemistry Organic Chemistry Stereoisomerism General Medicine biochemical phenomena metabolism and nutrition Alkylation Chemical synthesis Pyrrole derivatives chemistry.chemical_compound chemistry Electrophile polycyclic compounds Lactam Stereoselectivity
Zdroj:	The Journal of Organic Chemistry. 71:2151-2154
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo052212q
Popis:	A concise, stereoselective synthesis of α-substituted γ-lactams is reported. γ-Lactam scaffolds 2 and 3, possessing an Evans' chiral auxiliary and two types of N substituents, were successfully alkylated with different electrophiles to give α-substituted γ-lactams with reasonable diastereoselectivities. The use of a masked carboxymethyl function off the lactam nitrogen provided a convergent means to α-substituted γ-lactam dipeptide isosteres.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0a46d75b1208b98524b97fc792ae9444 https://doi.org/10.1021/jo052212q Zobrazit plný text záznamu