ISSN:
0009-2940
Keywords:
Grignard reagents, α-seleno-substituted
;
Kinetic resolution
;
Racemization
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
α-Selenoalkyl Grignard reagents 2 are chiral. On reaction with the magnesium chelate 3a of α-benzyloxypropionaldehyde they show significant degrees of kinetic resolution, especially when the reactions are run in CH2Cl2. Under these conditions, racemic 2 was resolved by reaction with 0.59 equivalents of 3a at temperatures below -20°C. The remaining 2 had an enantiomer enrichment of 80-86% e.e. (as found by trapping). Hence, 2 has a considerably higher configurational stability than its lithium counterpart 1.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19961290607
