293755-79-0Relevant articles and documents
Synthesis of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives by cycloaddition approaches
Kotha, Sambasivarao,Sreenivasachary, Nampally
, p. 3375 - 3383 (2001)
A new and general synthetic methodology for the preparation of functionalized 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives by a cycloaddition strategy is described. The synthesis of various enyne building blocks 12, 13, 21, and 22 containing an α-amino acid moiety using Schiff base 8 as a glycine equivalent has been achieved under mild reaction conditions. These building blocks have been utilized in the synthesis of inner-outer ring dienes 23 and 24 and exocyclic dienes 26 and 29, the key steps being an enyne metathesis reaction and cycloisomerization. Various topographically constrained Tic derivatives have been synthesized using dienes containing an α-amino acid moiety through Diels-Alder reactions. For the first time, [2+2+2] cyclotrimerization, as promoted by Wilkinson's and Vollhardt's catalysts, has been used for the synthesis of various highly functionalized Tic derivatives.
A new synthetic approach to 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives via a [2 + 2 + 2] cycloaddition reaction
Kotha, Sambasivarao,Sreenivasachary, Nampally
, p. 1413 - 1415 (2007/10/03)
Tetrahydroisoquinoline-3-carboxylic acid derivatives are prepared via a [2 + 2 + 2] cycloaddition reaction as a key step using Wilkinson's and CpCo(CO)2 catalysts. (C) 2000 Elsevier Science Ltd. All rights reserved.