Reaction of [hydroxy (tosyloxy) iodo] benzene and [hydroxy (mesyloxy) iodo] benzene with trimethylsilyl enol ethers. A new general method for. alpha.- …

RM Moriarty, R Penmasta, AK Awasthi…

Index: Moriarty, Robert M.; Penmasta, Raju; Awasthi, Alok K.; Epa, W. Ruwan; Prakash, Indra Journal of Organic Chemistry, 1989 , vol. 54, # 5 p. 1101 - 1104

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Citation Number: 67

Abstract

Results Treatment of ketones 3a-d and 6 (0.1 mol) with trimethylsilyl chloride (0.12 mol) and triethylamine (0.13 mol) in N, N-dimethylformamide (200 mL) at reflux temperature overnight afforded trimethylsilyl enol ethers 4a-d and 7, respectively, 21 and the reaction of ketone 9, esters 12a-c, and e-caprolactone (15)(0.1 mol) with lithium diisopropylamide (0.1 mol) and trimethylsilyl chloride (0.12 mol) yielded trimethylsilyl enol ethers 13a-~,~~ and