111687-72-0Relevant academic research and scientific papers
Ruthenium hydride/Bronsted acid-catalyzed tandem isomerization/N-acyliminium cyclization sequence for the synthesis of tetrahydro-β-carbolines
Hansen, Casper L.,Clausen, Janie W.,Ohm, Ragnhild G.,Ascic, Erhad,Le Quement, Sebastian T.,Tanner, David,Nielsen, Thomas E.
, p. 12545 - 12565 (2014/01/17)
This paper describes an efficient tandem sequence for the synthesis of 1,2,3,4-tetrahydro-β-carbolines (THBCs) relying on a ruthenium hydride/Bronsted acid-catalyzed isomerization of allylic amides to N-acyliminium ion intermediates which are trapped by a
Pictet-Spengler reaction: Is carbonyl the best choice? A highly diastereoselective alternative approach to trans-1,3-disubstituted tetrahydro-β-carbolines
Singh, Kamaljit,Deb, Prasant K.
, p. 4977 - 4980 (2007/10/03)
Unprecedented 1,2,3-trisubstituted tetrahydro-β-carbolines (THBCs) have been synthesized via a short and highly diastereoselective synthetic route. The key step of the sequence is a flexible variant of the Pictet-Spengler reaction employing synthetic equivalents of several non-available carbonyl compounds. Using one such synthon, the resultant THBC could be further ring- closed to a tetracyclic indole alkaloidal skeleton. (C) 2000 Elsevier Science Ltd.
THE USE OF 13C N.M.R. IN THE DETERMINATION OF STEREOCHEMISTRY OF 1,2,3-TRISUBSTITUTED TETRAHYDRO-β-CARBOLINES
Bailey, Patrick D.,Hollinshead, Sean P.
, p. 389 - 399 (2007/10/02)
The chemical shift of the benzylic carbon of N(2)-benzyl-cis-1,3-disubstituted 1,2,3,4-tetrahydro-β-carbolines is downfield of the corresponding peak of the trans-isomer, and should be valuable, therefore, in the assignment of stereochemistry to these systems.
