Tetrahedron Letters

Reductive deoxygenation of ortho-hydroxyaromatic aldehydes to 1, 2-bis (hydroxyaryl) ethanes: application to the synthesis of ethylene bridged calixarene-analogous …

S Bhatt, SK Nayak

Index: Bhatt, Suchitra; Nayak, Sandip K. Tetrahedron Letters, 2009 , vol. 50, # 42 p. 5823 - 5826

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Citation Number: 17

Abstract

A novel and convenient protocol for the synthesis of hexahydroxy [2.1. 2.1. 2.1]-and octahydroxy [2.1. 2.1. 2.1. 2.1] metacyclophanes from 4-substituted phenol in four steps has been developed. The synthetic route involved the preparation of the key intermediate 1, 2- bis (5-substituted-2-hydroxyphenyl) ethanes in good yields via (i) formylation of 4-substituted phenol,(ii) reductive deoxygenation of 5-substituted 2-hydroxy aromatic aldehydes with ...