Tetrahedron

Reduction of nitronate adducts from RMgX and 1-hethoxy-4-nitronaphthalene to oximes or amines by trivalent phosphorus reagents

G Bartoli, M Bosco, G Cantagalli, R Dalpozzo

Index: Bartoli, G.; Bosco, M.; Cantagalli, G.; Dalpozzo, R. Tetrahedron, 1984 , vol. 40, # 18 p. 3437 - 3442

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Citation Number: 6

Abstract

The reduction of nitronate adducts from 1-methoxy-4-nitronaphthalene and Grignard reagents (CH3 MgX, PhCH2CH2HgX, i-C3H7 MgX, c-C6H11MgX and t-C4H9MgX) with hexamethyl phosphorous triamide and phosphorous trichlorlde is reported. With the former reagent the reaction is chemio and stereoselective and only the E-oxime is recovered being the E-2-alkyl-4-methoxy-1 (2H) naphthalenone oximes and the E-2-alkyl-2, 3-dihydro-1, 4- ...

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