Tetrahedron

A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz–Fritsch–Bobbitt cyclization sequence

…, Z Meissner, M Rozwadowska, I Wiatrowska

Index: Chrzanowska, Maria; Grajewska, Agnieszka; Meissner, Zofia; Rozwadowska, Maria; Wiatrowska, Iwona Tetrahedron, 2012 , vol. 68, # 14 p. 3092 - 3097

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Citation Number: 7

Abstract

A sequence of two reactions: the Petasis reaction, in which an aminoacetaldehyde acetal was used as the amine component, followed by Pomeranz–Fritsch–Bobbitt cyclization, has been shown to be a convenient and simple method for the synthesis of tetrahydroisoquinoline-1-carboxylic acids. Using this method several acids have been prepared in good to excellent yields and characterized as hydrochloride salts.

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