The Journal of Organic Chemistry

Halogenated ketenes. 34. Cycloaddition of halogenated ketenes and conjugated trimethylsilyl enol ethers

WT Brady, RM Lloyd

Index: Brady, William T.; Lloyd, R. Michael Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1322 - 1326

Full Text: HTML

Citation Number: 11

Abstract

Notably, the cycloadditions of methylchloro-and dichloroketene with the trimethylsilyl enol ethers 1 and 4 yielded only the 3, 4-adducts. Apparently, the activation of the double bonds by the trimethylsiloxy substituent extends to the 3, 4po~ ition.~~ The regiochemistry observed for the cycloadditions of methylchloro-and dichloroketene with two linearly conjugated silyl enol ethers is likely a consequence of steric interactions. Ketene ...