ISSN:
0947-6539
Keywords:
asymmetric catalysis
;
chiral synthons
;
cyclic sulfates
;
dihydroxylations
;
organofluorine compounds
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Two-step and practical asymmetric syntheses of enantiomerically pure 4-trifluoromethyl-2,2-dioxo-1,3,2-dioxathiolane and 4-trichloromethyl-2,2-dioxo-1,3,2-dioxathiolane (〉98% ee) have been achieved. Catalytic asymmetric dihydroxylation (AD) of 3,3,3-trifluoropropene and 3,3,3-trichloropropene, respectively, is followed by direct cyclic sulfate formation by reaction with sulfuryl chloride. Opening of the cyclic sulfates with various nucleophiles provides easy access to important chiral synthons.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.19970030406
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