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Phase-Transfer-Catalyzed Asymmetric Michael Addition of (Iminomethyl)phosphonates to α,β-Unsaturated Ketones: Access to α-Aminophosphonic Acid Derivatives.
- Source :
-
European Journal of Organic Chemistry . 5/3/2017, Vol. 2017 Issue 17, p2545-2552. 8p. - Publication Year :
- 2017
-
Abstract
- A phase-transfer-catalyzed asymmetric Michael addition of (iminomethyl)phosphonates to α,β-unsaturated ketones is described. In the presence of 1 mol-% of a chiral dinuclear N-spiro ammonium salt, the addition reaction proceeded smoothly to afford the adducts in up to 97 % yield with up to 99:1 dr and 78 % ee. One of the products was readily converted into a cyclic α-aminophosphonic acid derivative without any erosion of the enantiopurity. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 2017
- Issue :
- 17
- Database :
- Academic Search Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 122942242
- Full Text :
- https://doi.org/10.1002/ejoc.201700249