Tetrahedron

Trifluoroacetoxy-phenylselenation of nitroolefins regioselective preparation of nitroallylic alcohol derivatives and their use as multiple coupling reagents

D Seebach, G Calderari, P Knochel

Index: Seebach, Dieter; Calderari, Giorgio; Knochel, Paul Tetrahedron, 1985 ,  vol. 41,  # 21  p. 4861 - 4872

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Citation Number: 59

Abstract

It has been shown In previous papers that the pivalate of 2-nitro-2-propen-1-ol (NPP, 1), a nitroolefin with allylic leaving group, can be used as a versatile multiple coupling reagent. The present contribution describes the preparation of NPP analogues, substituted in the 1- and/or 3-position of the allylic carbon skeleton. Standard methods of nitroaliphatic chemistry readily provide symmetrically substituted derivatives such as the cyclohexenes (7) and the ...