Strychnos 1990 - 2004 - Crops for the Future

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Author Title Year Source title Reference Diez, A., J. Castells, P. Forns, M. Rubiralta, D. S. Grierson, H. P. Husson, X. Sola Synthetic applications of 2-(1,3-dithian-2-yl)indoles .4. New synthesis of the tetra 1994 Tetrahedron 50(22): 6585-6602 Abstract A new and versatile synthesis of tetracyclic compounds 10, 22 and 24 presenting the ABED ring system of Strychnos alkaloids is described by closure of the C-1-C-11b bond in the key step. The intermediate tetrahydropyridinium salts 2 have been obtained from 2-(1,3-dithian-2-yl)indole (3) and either 2-cyano-3-ethyl-1-methyl-1,2,3,6-tetrahydropyridine (4a) or N-substituted Delta(3)-piperidein- 2 - o n e s ( 5 ) . Author Title Year Source title Reference Gracia, J., N. Casamitjana, J. Bonjoch and J. Bosch Total synthesis of uleine-type and Strycknos alkaloids through a common interme 1994 Journal of Organic Chemistry 59(14): 3939-3951 Abstract 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 indolization of 2-azabicyclo[3.3.1]nonanone 9 or, more efficiently, by stereocontrolled cyclization of 2-[(2-cyano-3-ethyl-4-piperidyl)methyl]i 24a and 24b. From the same tetracyclic intermediate 1, the Strychnos alkaloid tubotaiwine was also synthesized, the key step being the construction of the quaternary spiranic center by cyclization of a t h i o n i u m i o n u p o n t h e i n d o l e b e t a - p o s i t i o n . Author Title Year Source title Reference Abstract Kraus, G. A. and D. Bougie The preparation of a hexacyclic intermediate for the synthesis of Strychnos alkaloi 1994 Tetrahedron 50(9): 2681 -
Author Title Year Source title Reference Kuehne, M. E., C. S. Brook, D. A. Frasier and F. Xu Syntheses of strychnos-type and aspidospermatan-type alkaloids .5. Total synthese 1994 Journal of Organic Chemistry 59(20): 5977-5982 Abstract Intramolecular Diels-Alder reactions, at two stages in the reaction sequence, provided total syntheses of the racemate of the hypotensive alkaloid echitamidine (8) and of its C-19,20 and C-20 epimers 9a a n d 9 b . Author Title Year Source title Reference Abstract Kuehne, M. E., C. S. Brook, D. A. Frasier and F. Xu Syntheses of strychnos- and aspidospermatan-type alkaloids. 5. Total syntheses of 1994 Journal of Organic Chemistry 59(20): 5977 - Author Title Year Source title Reference Abstract Kuehne, M. E., C. S. Brook, F. Xu and R. Parsons Total syntheses of Strychnos alkaloids 1994 Pure and Applied Chemistry 66(10/11): 2095 -
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Strychnos 1990 - 2004 - Crops for the Future

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