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Friedel–Crafts Alkylation of Alkenes: Ethylaluminum Sesquichloride Induced Alkylations with Alkyl Chloroformates
Author(s) -
Biermann Ursula,
Metzger Jürgen O.
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19991216)38:24<3675::aid-anie3675>3.0.co;2-i
Subject(s) - chemistry , triethylsilane , alkylation , chloroformate , alkyl , isopropyl , double bond , hydride , organic chemistry , oleic acid , propane , structural isomer , medicinal chemistry , catalysis , metal , biochemistry
The formal addition of propane to nonactivated double bonds can be achieved with isopropyl chloroformate ( 2 ) in the presence of Et 3 Al 2 Cl 3 . Thus, a 1:1 mixture of 10‐isopropyloctadecanoic acid ( 3 ) and the 9‐regioisomer is formed from oleic acid ( 1 ). The reaction may also be carried out with 1‐alkenes by the addition of triethylsilane as a hydride donor.