ISSN:
0947-3440
Keywords:
Allylsilanes
;
Carboxylation
;
Electrophilic substitution
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Phenyl chloroformate (1) reacts with the allylsilanes 2a-h in the presence of aluminium chloride to give the β,γ-unsaturated phenyl esters 3a-h in 50-90% yield. While these reactions proceed in the usual manner with allylic inversion, (1,1-dimethylallyl)trimethylsilane (2i) reacts with allyl retention to yield the 2,2-dimethyl-3-butenoate 3i. Attempts to use 1 for the phenoxycarbonylation of arenes were not successful.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199509220
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