Decomposition of Dimethyl Diazomalonate in allyl compounds containing Heteroatoms

W Ando, S Kondo, K Nakayama, K Ichibori…

Index: Ando,W. et al. Journal of the American Chemical Society, 1972 , vol. 94, p. 3870 - 3876

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Citation Number: 75

Abstract

Abstract: Bis (methoxycarbony1) carbene generated from the photolysis of dimethyl diazomalonate reacts with allyl sulfides giving allyl carbon-sulfur insertion products and adducts to the double bond. Similar insertion as well as addition were also observed in the reaction with allylic ethers, amines, and halides. The relative rates of insertion to addition were much reduced in the photosensitized reaction, which is presumed to produce the ...