Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
NEW C–C BOND FORMATION WITH PYRIDINIUM METHYLIDE: HYDROMETHYLENATION OF OLEFIN
Otohiko TsugeShuji KanemasaSatoru KuraokaShigeori Takenaka
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1984 Volume 13 Issue 2 Pages 281-284

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Abstract

New C–C bond formation with pyridinium methylide is presented: Pyridinium methylide reacts with electron-deficient olefins providing the next higher homologs of olefins, in which the double bond of starting olefin is saturated and, instead, a C=C double bond is newly formed. This reaction mode has been never reported before in the study of nitrogen ylide and is to be referred to as hydromethylenation of olefin. In the presence of base, 1,2-double bond migration occurs leading to the methylated derivatives of starting olefins.

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