Direct and selective syntheses of alpha,alpha-dichloroethyl ketones or their ethyl trimethylsilyl mixed acetals by the reactions of methoxymethyl or ethyl carboxylates with 1,1-dichloroethyllithium in the presence of chlorotrimethylsilane

Citation
I. Shiina et al., Direct and selective syntheses of alpha,alpha-dichloroethyl ketones or their ethyl trimethylsilyl mixed acetals by the reactions of methoxymethyl or ethyl carboxylates with 1,1-dichloroethyllithium in the presence of chlorotrimethylsilane, CHEM LETT, (9), 2000, pp. 1062-1063
Citations number
5
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY LETTERS
ISSN journal
03667022 → ACNP
Issue
9
Year of publication
2000
Pages
1062 - 1063
Database
ISI
SICI code
0366-7022(20000905):9<1062:DASSOA>2.0.ZU;2-1
Abstract
1,1-Dichloroethyllithium (1), generated by treating 1,1 dichloroethane (2) with lithium diisopropylamide (LDA) or n-butyllithium, reacted with methoxy methyl carboxylates in the coexistence of chlorotrimethylsilane (3) to affo rd the corresponding alpha,alpha-dichloroethyl ketones in good yields. On t he other hand, 1 reacted with ethyl carboxylates under the above reaction c onditions to give 2,2-dichloro-1-alkyl-1-ethoxy-1-(trimethylsiloxy)propanes selectively in good yields.