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2004
C-C bond formation
O 0282
Alkylation of Alkenes: Ethylaluminum Sesquichloride-Mediated Hydro-Alkyl
with Alkyl Chloroformates and Di-tert-butylpyrocarbonate. — A gen51- 049 Additions
eral synthetic method for the hydro-alkylation of nonactivated C=C double bonds of
alkenes with alkyl chloroformates like (II), (X) and (XIII), and di-tert-butylpyrocarbonate (XV), mediated by ethylaluminum sesquichloride is developed. The alkylation
is applied to a variety of 1-alkenes, 2-methyl-1-alkenes, internal double bonds and to
cyclic alkenes. Also, important functional groups, e.g., carboxy, ester and hydroxy are
compatible with the reaction conditions affording the alkylated compounds in high to
moderate yield. — (BIERMANN, U.; METZGER*, J. O.; J. Am. Chem. Soc. 126
(2004) 33, 10319-10330; Inst. Pure Appl. Chem., Carl v. Ossietzky Univ., D-26111
Oldenburg, Germany; Eng.) — Bartels
2004
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