Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate

Stoncius A, Mast CA, Sewald N (2000)
Tetrahedron: Asymmetry 11(19): 3849-3853.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Stoncius, A; Mast, CA; Sewald, NorbertUniBi
Abstract / Bemerkung
The conjugate addition of methylcuprates and methyllithium to ethyl 5-phenyl-1,3-dioxolan-4-yl-2-propenoate was investigated. It was found that the stereoselectivity is highly dependent on the reagent used. In reactions with stabilized methylcuprates, the anti-1,4-addition product is mainly formed, whereas syn-diastereoselectivity is observed in the reaction with methyllithium. Additions of methyllithium were optimized with respect to solvent and additives. (C) 2000 Elsevier Science Ltd. All rights reserved.
Erscheinungsjahr
2000
Zeitschriftentitel
Tetrahedron: Asymmetry
Band
11
Ausgabe
19
Seite(n)
3849-3853
ISSN
0957-4166
Page URI
https://pub.uni-bielefeld.de/record/1618452

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Stoncius A, Mast CA, Sewald N. Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate. Tetrahedron: Asymmetry. 2000;11(19):3849-3853.
Stoncius, A., Mast, C. A., & Sewald, N. (2000). Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate. Tetrahedron: Asymmetry, 11(19), 3849-3853. https://doi.org/10.1016/S0957-4166(00)00353-0
Stoncius, A., Mast, C. A., and Sewald, N. (2000). Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate. Tetrahedron: Asymmetry 11, 3849-3853.
Stoncius, A., Mast, C.A., & Sewald, N., 2000. Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate. Tetrahedron: Asymmetry, 11(19), p 3849-3853.
A. Stoncius, C.A. Mast, and N. Sewald, “Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate”, Tetrahedron: Asymmetry, vol. 11, 2000, pp. 3849-3853.
Stoncius, A., Mast, C.A., Sewald, N.: Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate. Tetrahedron: Asymmetry. 11, 3849-3853 (2000).
Stoncius, A, Mast, CA, and Sewald, Norbert. “Control of diastereofacial discrimination in the conjugate addition to 5-phenyl-1,3-dioxolan-4-yl substituted propenoate”. Tetrahedron: Asymmetry 11.19 (2000): 3849-3853.

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