Tetrahedron

A versatile synthetic methodology for the synthesis of tryptophols

SJ Garden, RB da Silva, AC Pinto

Index: Garden, Simon J; Da Silva, Rosangela B; Pinto, Angelo C Tetrahedron, 2002 , vol. 58, # 42 p. 8399 - 8412

Full Text: HTML

Citation Number: 64

Abstract

Tryptophols have been obtained in high yields by the reduction of 3-substituted-dioxindoles (obtained by the aldol condensation reaction of ketones with isatins or by a modified Knovenagel malonate condensation) using a borane tetrahydrofuran complex. The reported methodology offers distinct advantages over existing methods for the synthesis of these compounds, including consistently greater yields, diastereoselective syntheses and the ...