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Michael reactions on conformationally flexible methyl 3-C-nitro-hex-2-enopyranoside derivatives
T Sakakibara1, K Tokuda, T Hayakawa
1Faculty of Science, Yokohama City University, Seto, Yokohama, Japan.
Carbohydrate Research
|September 16, 2000
Abstract:
Dimethyl malonate and dibenzoylmethane attacked the C-2 position of the title 3-nitro-2-enopyranosides from the side opposite the anomeric methoxyl group to afford the 3-enopyranosides (S(N)2' products). In the case of 2,4-pentanedione and ethyl acetoacetate, further intramolecular cyclization occurred to yield dihydropyran derivatives.