123718-72-9Relevant academic research and scientific papers
Total Synthesis of Uleine-Type and Strychnos Alkaloids through a Common Intermediate
Gracia, Jordi,Casamitjana, Nuria,Bonjoch, Josep,Bosch, Joan
, p. 3939 - 3951 (2007/10/02)
A stereoselective total synthesis of the alkaloids of the uleine group, dasycarpidone, dasycarpidol, and nordasycarpidone, has been accomplished from the tetracyclic intermediate 1, which has been prepared by two alternative routes, either by Fischer indo
A New Synthetic Entry to Pentacyclic Strychnos Alkaloids. Total Synthesis of (+/-)-Tubifolidine, (+/-)-Tubifoline, and (+/-)-19,20-Dihydroakuammicine
Amat, Mercedes,Linares, Ana,Bosch, Joan
, p. 6299 - 6312 (2007/10/02)
A new strategy for the synthesis of pentacyclic Strychnos alkaloids has been developed.It consists in the closure of the five-membered E ring by cyclization upon the indole 3-position from a suitably N-substituted tetracyclic system embodying rings ABCD o
The Fischer indolization of 2-azabicyclo[3.3.1]nonan-7-ones. A new entry to the dasycarpidan ring system
Bonjoch,Casamitjana,Gracia,Ubeda,Bosch
, p. 2449 - 2452 (2007/10/02)
The regioselectivity of the Fischer indole synthesis from 2-azabicyclo[3.3.1]nonan-7-ones 4b-d using three different acid catalysts is studied, an ethyl substituent at the 9-position promoting indolization upon the C-8 carbon.
STEREOCONTROLLED ACCESS TO DASYCARPIDAN-TYPE COMPOUNDS AND FORMAL TOTAL SYNTHESIS OF STRYCHNOS INDOLE ALKALOIDS OF THE STRYCHNAN-TYPE
Bonjoch, Josep,Casamitjana, Nuria,Gracia, Jordi,Bosch, Joan
, p. 5659 - 5662 (2007/10/02)
An efficient, stereocontrolled synthesis of the tetracyclic bases 1 and 2 by cyclization of the regioisomeric cyanopiperidines 4 and 5, prepared from the common cis-3-ethyl-4-(2-indolylmethyl)piperidine intermediate 3, is reported.
SYNTHESIS OF 2-(4-PIPERIDYLMETHYL)INDOLES FOR THE SYNTHESIS OF STRYCHNOS ALKALOIDS
Bonjoch, Josep,Quirante, Josefina,Linares, Ana,Bosch, Joan
, p. 2883 - 2890 (2007/10/02)
The synthesis of 2-indole (6) by three alternative procedures is reported, the condensation of the organodilithium derivative of N-trimethylsilyl-o-toluidine with ethyl cis-1-benzyl-3-ethyl-4-piperidineacetate (1
