First Total Synthesis of the Marine Alkaloids (±)-Fasicularin and (±)-Lepadiformine Based on Stereocontrolled Intramolecular Acylnitroso-Diels−Alder Reaction
- 26 April 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 122 (19) , 4583-4592
- https://doi.org/10.1021/ja9939284
Abstract
No abstract availableKeywords
This publication has 10 references indexed in Scilit:
- Lepadiformine, a new marine cytotoxic alkaloid from Clavelina lepadiformis MüllerTetrahedron Letters, 1994
- Cylindricines A and B, novel alkaloids from the ascidian clavelina cylindricaTetrahedron, 1993
- Enantiogenic total syntheses of (-)-indolizidines (bicyclic gephyrotoxins) 205A, 207A, 209B, and 235B via the intramolecular Diels-Alder reaction of a chiral N-acylnitroso compoundThe Journal of Organic Chemistry, 1992
- First application of attractive intramolecular interactions to the design of chiral catalysts for highly enantioselective Diels-Alder reactionsJournal of the American Chemical Society, 1991
- Synthesis via vinyl sulfones. 38. Total synthesis of the cephalotaxus alkaloids dl-cephalotaxine, dl-11-hydroxycephalotaxine, and dl-drupacineJournal of the American Chemical Society, 1990
- Allylic 1,3-strain as a controlling factor in stereoselective transformationsChemical Reviews, 1989
- Synthesis via vinyl sulfones. 27. Total synthesis of cephalotaxine. The first example of an intramolecular [4 + 2] cycloaddition where the dienophile has been delivered from the face opposite to the tethering moietyJournal of the American Chemical Society, 1988
- Stereodivergent synthesis of threo and erythro 6-amino-6-deoxyheptosulose derivatives via an optically active oxazolidine aldehydeThe Journal of Organic Chemistry, 1986
- Synthesis of isothiocyanatophosphoranes and isothiocyanatophosphonium salts via oxidative addition of thiocyanogen and ligand substitutionTetrahedron, 1983
- Steric effects. 6. Hydrolysis of amides and related compoundsThe Journal of Organic Chemistry, 1976