Tetrahedron letters

Dearomatisation of 1-and 2-cyanonaphthalene through nucleophilic conjugate addition

CMA Sánchez, MJ Iglesias, FL Ortiz

Index: Andujar Sanchez, Carmen M.; Iglesias, Ma Jose; Lopez Ortiz, Fernando Tetrahedron Letters, 2002 , vol. 43, # 14 p. 2565 - 2568

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Citation Number: 13

Abstract

Conjugate nucleophilic addition of organolithium compounds to 1-and 2-cyanonaphthalene is described for the first time. The dearomatisation is carried out in the presence of HMPA and leads to functionalised dihydronaphthalenes. The nucleophiles used include simple lithium reagents as well as phosphorus-stabilised anions.