Diastereodivergent Catalytic Asymmetric Michael Addition of 2-Oxindoles to α,β-Unsaturated Ketones by Chiral Diamine Catalysts

Autor:	Xinxin Wu, Zunwu Liu, Bubing Zeng, Shigang Wen, Yuan Wei, Jinxing Ye
Rok vydání:	2015
Předmět:	Indoles Molecular Structure Chemistry Organic Chemistry Stereoisomerism Diamines Ketones Biochemistry Oxindoles Catalysis Chiral diamine Stereocenter Michael reaction Organic chemistry Physical and Theoretical Chemistry Vicinal
Zdroj:	Organic Letters. 17:2732-2735
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.5b01149
Popis:	A diastereodivergent catalytic asymmetric Michael addition of 2-oxindoles to α,β-unsaturated ketones has been successfully developed with two complementary chiral diamine catalysts, affording chiral 3,3-disubstituted oxindoles with two adjacent chiral centers. Diastereodivergence has been realized through modifying substrates and utilizing different catalysts. Either anti-or syn-configured products possessing vicinal quaternary and tertiary stereogenic centers were produced with high enantioselectivities.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::788d41134e39eafb6e8ce085a50b882e https://doi.org/10.1021/acs.orglett.5b01149 Zobrazit plný text záznamu