Lewis acid catalysed preparation of some carbamates and sulphonylureas. Application to the determination of enantiomeric purity of chiral alcohols
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 7,p. 1209-1210
- https://doi.org/10.1039/p19890001209
Abstract
Lewis acids such as boron trifluoride–diethyl ether and aluminium chloride catalyze the reaction of alcohols and sulphonamides with isocyanates, affording carbamates and sulphonylureas, respectively, in acceptable yield. Applied to the formation of diastereoisomeric carbamates from chiral alcohols using Pirkle's reagents, [(R)- and (S)-1-(1 -naphthyl)ethyl isocyanate (NPEI)], this technique provides a convenient method for determination of enantiomeric purity.This publication has 2 references indexed in Scilit:
- Total synthesis of optically active N-benzoyldaunosamine from an azetidinoneThe Journal of Organic Chemistry, 1984
- Broad-spectrum synthesis of enantiomerically pure lactones. 1. Synthesis of sex pheromones of the carpenter bee, rove beetle, Japanese beetle, black-tailed deer, and Oriental hornetThe Journal of Organic Chemistry, 1979