ISSN:
0570-0833
Keywords:
Stereoselective acylation
;
Acylation
;
Alcohols
;
Ketene
;
Stereochemical analogy model
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Validity of the stereochemical analogy model[1,2] for stereoselective reactions is tested on acylations of racemic chiral secondary alcohols with phenyltrifluoromethylketene. The product ratios for the diastereomeric esters formed can be calculated using a formula derived from the general model for the special case, the results agreeing with the experimental data within the accuracy of the measuring method (integration of the 19F-NMR signals).
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.197300251