Asymmetric Michael reactions of aminocarbene complex anions

BA Anderson, WD Wulff, A Rahm

Index: Andersen, Benjamin A.; Wulff, William D.; Rahm, Annette Journal of the American Chemical Society, 1993 , vol. 115, # 11 p. 4602 - 4611

Full Text: HTML

Citation Number: 69

Abstract

Abstract: The first Michael addition reactions of the anions of aminocarbene complexes to a, b-unsaturated carbonyl compounds are reported. Unlike their corresponding amide enolates, these anions give exclusive 1, 4-addition to a number of enones. For chiral complex 27, it was shown that the formation of the 1, 4-addition product is not reversible and that the initial 1, 4-addition is thus kinetically controlled. The anions of aminocarbene ...

Related Articles:

Synthesis of E-α, β-unsaturated ketones with complete stereoselectivity via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium …

[Concellon, Jose M.; Rodriguez-Solla, Humberto; Concellon, Carmen; Diaz, Pamela Synlett, 2006 , # 6 p. 837 - 840]

Aldol reactions of α-bromoalkyl phenyl ketones and aldehydes with Tin (IV) iodide and tetrabutylammonium iodide

[Masuyama, Yoshiro; Ohtsuka, Masaru; Kondo, Ayako Synlett, 2006 , # 19 p. 3346 - 3348]

An efficient synthesis of (E)-α, β-unsaturated ketones and esters with total stereoselectivity by using chromium dichloride

[Concellon, Jose M.; Rodriguez-Solla, Humberto; Mejica, Carmen Tetrahedron, 2006 , vol. 62, # 14 p. 3292 - 3300]

Revised Structure, Total Synthesis, and Absolute Configuration of Kopeolin and Kopeolone

[Ibarra, Carlos Alvarez; Arias, Selma; Fernandez, Maria J.; Sinisterra, Jose V. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989 , p. 503 - 508]

An efficient synthesis of (E)-α, β-unsaturated ketones and esters with total stereoselectivity by using chromium dichloride

[Concellon, Jose M.; Rodriguez-Solla, Humberto; Mejica, Carmen Tetrahedron, 2006 , vol. 62, # 14 p. 3292 - 3300]

More Articles...