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- W2080286857 endingPage "1168" @default.
- W2080286857 startingPage "1147" @default.
- W2080286857 abstract "Abstract The direct Michael addition of aldehydes and ketones to nitroolefins, catalyzed by N‐i‐ Pr‐2,2′‐bipyrrolidine, is described. The desired 1,4‐adducts are obtained in excellent yields with enantioselectivities up to 95% ee and dr up to 95 : 5 of the syn aldehyde addition product. An unexpected inversion of diastereoselectivity was observed for the addition of α‐hydroxy ketones to β‐arylnitroolefins with enantioselectivities up to 98% ee. The formation of an internal hydrogen bond between the OH group of the α‐hydroxy ketone and the tertiary nitrogen of the catalyst leads to the formation of a rigid cis enamine intermediate that accounts for the inversion of the expected diastereoselectivity and the very high ees." @default.
- W2080286857 created "2016-06-24" @default.
- W2080286857 creator A5011602415 @default.
- W2080286857 creator A5015044526 @default.
- W2080286857 creator A5024683611 @default.
- W2080286857 creator A5074601043 @default.
- W2080286857 date "2004-08-01" @default.
- W2080286857 modified "2023-10-10" @default.
- W2080286857 title "The Use ofN-Alkyl-2,2′-bipyrrolidine Derivatives as Organocatalysts for the Asymmetric Michael Addition of Ketones and Aldehydes to Nitroolefins" @default.
- W2080286857 cites W1965138798 @default.
- W2080286857 cites W1970910370 @default.
- W2080286857 cites W1971390350 @default.
- W2080286857 cites W1972502496 @default.
- W2080286857 cites W1976120230 @default.
- W2080286857 cites W1980809338 @default.
- W2080286857 cites W1982446660 @default.
- W2080286857 cites W1985008428 @default.
- W2080286857 cites W1987079637 @default.
- W2080286857 cites W1988544191 @default.
- W2080286857 cites W1988566888 @default.
- W2080286857 cites W1989809308 @default.
- W2080286857 cites W1990178400 @default.
- W2080286857 cites W1991812639 @default.
- W2080286857 cites W1992523548 @default.
- W2080286857 cites W1993105726 @default.
- W2080286857 cites W1995396482 @default.
- W2080286857 cites W1997362378 @default.
- W2080286857 cites W1999263043 @default.
- W2080286857 cites W2000366098 @default.
- W2080286857 cites W2001041076 @default.
- W2080286857 cites W2002994252 @default.
- W2080286857 cites W2005047107 @default.
- W2080286857 cites W2006853805 @default.
- W2080286857 cites W2010891242 @default.
- W2080286857 cites W2029508648 @default.
- W2080286857 cites W2032838519 @default.
- W2080286857 cites W2032912429 @default.
- W2080286857 cites W2033460766 @default.
- W2080286857 cites W2034931003 @default.
- W2080286857 cites W2035614049 @default.
- W2080286857 cites W2035768490 @default.
- W2080286857 cites W2039201042 @default.
- W2080286857 cites W2042062627 @default.
- W2080286857 cites W2042382043 @default.
- W2080286857 cites W2044975448 @default.
- W2080286857 cites W2045105564 @default.
- W2080286857 cites W2045154252 @default.
- W2080286857 cites W2046809701 @default.
- W2080286857 cites W2046917469 @default.
- W2080286857 cites W2050202115 @default.
- W2080286857 cites W2050639269 @default.
- W2080286857 cites W2050838759 @default.
- W2080286857 cites W2054742208 @default.
- W2080286857 cites W2054788360 @default.
- W2080286857 cites W2060824093 @default.
- W2080286857 cites W2062355662 @default.
- W2080286857 cites W2063316574 @default.
- W2080286857 cites W2065057564 @default.
- W2080286857 cites W2066889571 @default.
- W2080286857 cites W2069886807 @default.
- W2080286857 cites W2071167223 @default.
- W2080286857 cites W2071291147 @default.
- W2080286857 cites W2072266835 @default.
- W2080286857 cites W2072801537 @default.
- W2080286857 cites W2074908732 @default.
- W2080286857 cites W2080795224 @default.
- W2080286857 cites W2080866316 @default.
- W2080286857 cites W2084874675 @default.
- W2080286857 cites W2085497248 @default.
- W2080286857 cites W2086368264 @default.
- W2080286857 cites W2090027705 @default.
- W2080286857 cites W2090850464 @default.
- W2080286857 cites W2094818492 @default.
- W2080286857 cites W2094956234 @default.
- W2080286857 cites W2094959730 @default.
- W2080286857 cites W2096402137 @default.
- W2080286857 cites W2099938543 @default.
- W2080286857 cites W2103062846 @default.
- W2080286857 cites W2108005522 @default.
- W2080286857 cites W2109819120 @default.
- W2080286857 cites W2110862490 @default.
- W2080286857 cites W2112316234 @default.
- W2080286857 cites W2116926405 @default.
- W2080286857 cites W2119048886 @default.
- W2080286857 cites W2121435306 @default.
- W2080286857 cites W2121866497 @default.
- W2080286857 cites W2122804989 @default.
- W2080286857 cites W2123045243 @default.
- W2080286857 cites W2127206917 @default.
- W2080286857 cites W2135923539 @default.
- W2080286857 cites W2138237973 @default.
- W2080286857 cites W2139530673 @default.
- W2080286857 cites W2139701355 @default.
- W2080286857 cites W2140584567 @default.
- W2080286857 cites W2141374214 @default.
- W2080286857 cites W2143870478 @default.
- W2080286857 cites W2149669206 @default.
- W2080286857 cites W2153212528 @default.