Tetrahedron Asymmetry p. 1085 - 1104 (1993)
Update date:2022-08-04
Topics:
Beard, Timothy
Cohen, Mark A.
Parratt, Julian S.
Turner, Nicholas J.
Crosby, John
Moilliet, Jock
An immobilised whole cell Rhodococcus sp. (SP 361) has been shown to be an effective catalyst for the stereoselective hydrolysis of both racemic and prochiral nitrile containing compounds. 2-Alkyl-arylacetonitriles 6a-8a were hydrolysed to (S)-acids and (R)-amides whereas the closely related substrate 9a gave the (R)-acid.A series of prochiral dinitriles 10a-13a were hydrolysed to the corresponding (S)-acids with e.e.'s 22-84percent.Models to account for the stereoselectivity of the enzymic hydrolyses have been proposed.
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