Chemical Communications

A new synthetic approach to 1, 2, 3, 4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives via enyne metathesis and the Diels–Alder reaction

S Kotha, N Sreenivasachary

Index: Kotha, Sambasivarao; Sreenivasachary, Nampally Chemical Communications, 2000 , # 6 p. 503 - 504

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Citation Number: 39

Abstract

1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (Tic) is a phenylalanine analogue in which the dihedral angle χ is limited to a very small range because of its bicyclic nature. 1 In connection with the design of topographically constrained peptides Tic has been utilized in several instances as a replacement of phenylalanine or tyrosine. 2 Moreover, the tetrahydroisoquinoline unit is an important structural element in several important alkaloids and other medicinally ...