Asymmetric conjugate additions of chiral allyl- and crotylphosphonamide anions to .alpha.,.beta.-unsaturated carbonyl compounds: highly stereocontrolled access to vicinally substituted carbon centers and chemically asymmetrized chirons

Autor:	Stephen Hanessian, Serge Beaudoin, Arthur Gomtsyan, Yolande Herve, Andrew D Payne
Rok vydání:	1993
Předmět:	chemistry.chemical_classification Addition reaction Crotyl chemistry.chemical_compound chemistry Bicyclic molecule Organic Chemistry Lactam Organic chemistry Stereoselectivity Lactone Alkyl Conjugate
Zdroj:	The Journal of Organic Chemistry. 58:5032-5034
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00071a004
Popis:	Reactions of anions derived from chiral nonracemic allyl and crotyl bicyclic phosphonamides with α,β-unsaturated cyclic ketones, esters, lactones, and lactams take place at the γ-position of the reagents and lead to diastereomerically pure or highly enriched products of conjugate addition. The option to quench the corresponding enolates with various alkyl halides offers a versatile approach to vicinal substitution including the generation of quaternary carbon centers
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::162a1a1ecee9f318725c64cec5175ff5 https://doi.org/10.1021/jo00071a004 Zobrazit plný text záznamu