Pd(II)-Catalyzed Enantioselective Desymmetrization of Polycyclic Cyclohexenediones: Conjugate Addition versus Oxidative Heck

Autor:	Filipe Vilela, Ai-Lan Lee, Claire J. C. Lamb
Rok vydání:	2019
Předmět:	010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Enantioselective synthesis Oxidative phosphorylation 010402 general chemistry 01 natural sciences Biochemistry Desymmetrization 0104 chemical sciences Catalysis Stereocenter Physical and Theoretical Chemistry Conjugate
Zdroj:	Organic Letters. 21:8689-8694
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.9b03293
Popis:	Pd(II)-catalyzed desymmetrization of polycyclic cyclohexenediones has been achieved with high enantio- and diastereoselectivities. Up to five contiguous stereocenters are desymmetrized, while simultaneously, an additional stereocenter is created by the enantioselective conjugate addition. Surprisingly, the conjugate addition products dominate even under typical oxidative Heck conditions, and these observations may provide some insight into the competition between the two related reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bb3d82e2441039f902c63f3bd4e45e45 https://doi.org/10.1021/acs.orglett.9b03293 Zobrazit plný text záznamu