| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1347836 | Tetrahedron: Asymmetry | 2007 | 5 Pages |
Abstract
Prochiral bis(cyanomethyl)phenylphosphine oxide has been successfully transformed into the corresponding optically active monoamide and monoacid with enantiomeric excesses ranging from low (15%) to very high (up to 99%) using a broad spectrum of nitrile-hydrolysing enzymes.
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CyanomethylphenylphosphinylacetamideC10H11N2O2PEe >99%[α]D = +7.2 (c 1, D2O + CD3COCD3)Source of chirality: enzymatic desymmetrisationAbsolute configuration: (S) (X-ray)
Cyanomethylphenylphosphinylacetic acidC10H10NO3PEe = 70%[α]D = −2.0 (c 1, D2O + CD3COCD3)Source of chirality: enzymatic desymmetrisationAbsolute configuration: (S) (comparative CD analysis)
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Piotr Kiełbasiński, Michał Rachwalski, Małgorzata Kwiatkowska, Marian Mikołajczyk, Wanda M. Wieczorek, Małgorzata Szyrej, Lesław Sieroń, Floris P.J.T. Rutjes,