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8408805 
Journal Article 
Reaction of [Hydroxy(tosyloxy)iodo]benzene and [Hydroxy(mesyloxy)iodo]benzene with Trimethylsilyl Enol Ethers. A New General Method for α-Sulfonyloxylation of Carbonyl Compounds 
Moriarty, RM; Penmasta, R; Awasthi, AK; Epa, WR; Prakash, I 
1989 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
54 
5 
1101-1104 
English 
Reaction of [hydroxy(tosyloxy)iodo] benzene (1) with trimethylsilyl enol ethers of aromatic ketones 4a-d, alicyclic ketone 7, aliphatic ketone 10, and esters 13a-c in dichloromethane at room temperature gives good yields of a-(tosyloxy)carbonyl compounds 5a-d, 8,11, and 14a-c, respectively. The trimethylsilyl enol ether of є-caprolactone 16 yields α-(tosyloxy)-є-caprolactone 17 upon treatment with 1 in hexane at room temperature. Similarly, the trimethylsilyl derivatives 4a-c and 13a-c yield α- (mesyloxy)carbonyl compounds 18a-c and 19a-c upon treatment with [hydroxy(mesyloxy)iodo] benzene (2) in dichloromethane at room temperature. A possible pathway for these processes is discussed. © 1989, American Chemical Society. All rights reserved.