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Mechanistic Studies on the Catalytic Cycle of Metal Fluoride-Catalyzed Allylation Using Allyltrimethoxysilane in Protic Solvents

Naohiro Aoyama, Tomoaki Hamada, Kei Manabe, Shū Kobayashi

J Org Chem. 2003 Sep 19;68(19):7329-33.

PMID: 12968883

Abstract:

The catalytic cycles of CdF(2).1-catalyzed and AgF.BINAP-catalyzed allylation using allyltrimethoxysilane in protic solvents were investigated. The experimental and (19)F NMR studies strongly supported that metal fluorides were regenerated from silyl fluoride species, and that these reactions were truly fluoride-catalyzed reactions. It was revealed that these catalytic cycles were much different from that of TBAF-catalyzed allylation using allyltrimethylsilane in THF.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP2551839 Allyltrimethoxysilane Allyltrimethoxysilane 2551-83-9 Price
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