Tetrahedron

Cyclization reactions of 2-alkynylbenzyl alcohol and 2-alkynylbenzylamine derivatives promoted by tetrabutylammonium fluoride

…, R Jouka, M Kameda, A Yasuhara, T Sakamoto

Index: Hiroya, Kou; Jouka, Rumi; Kameda, Mitsuyoshi; Yasuhara, Akito; Sakamoto, Takao Tetrahedron, 2001 , vol. 57, # 48 p. 9697 - 9710

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Citation Number: 75

Abstract

The regioselectivity of the cyclization reaction of 2-ethynylbenzyl alcohol and 2- ethynylbenzylamine derivatives promoted by TBAF was investigated. Six-membered ring derivatives were obtained from the compounds, which have a butyl group on the triple bond. Whereas five-membered ring products were afforded from the substrates having hydrogen or aromatic substituents on the acetylene moiety. It was also concluded that both the ...