Tropane Skeleta from the Intramolecular Photocycloaddition of (4+3) Cycloadducts of Oxidopyridinium Ions and Dienes
- 5 May 2022
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 24 (19) , 3521-3525
Abstract
Easily prepared cycloadducts derived from the (4+3) cycloaddition of oxidopyridinium ions with dienes reacted intramolecularly in a [2+2] cycloaddition process to afford complex polycyclic species in which the tropane skeleton was embedded.Keywords
Funding Information
- Division of Chemistry (CHE-1764437)
This publication has 24 references indexed in Scilit:
- Transannular Reductive Rearrangement of α-Amino Ketones: Construction of Aza-tricyclic Frameworks of Several AlkaloidsThe Journal of Organic Chemistry, 2013
- The (4+3)-cycloaddition reaction: heteroatom-substituted allylic cations as dienophilesChemical Communications, 2010
- The (4+3)-cycloaddition reaction: simple allylic cations as dienophilesChemical Communications, 2010
- [2 + 2] Photochemical Cycloaddition/Ring Opening of 6-Alkenyl-2,3-dihydro-4-pyridonesThe Journal of Organic Chemistry, 2010
- Pseudosymmetry in Azabicyclo[2.1.1]hexanes. A Stereoselective Construction of the Bicyclic Core of PeduncularineOrganic Letters, 2006
- Tandem Photocycloaddition−Retro-Mannich Fragmentation of Enaminones. A Route to Spiropyrrolines and the Tetracyclic Core of KoumineOrganic Letters, 2006
- A novel approach to the perhydrohistrionicotoxin ring systemJournal of the Chemical Society, Chemical Communications, 1994
- Asymmetric induction in the vinylogous amide photocycloaddition reaction. A formal synthesis of vindorosineJournal of the American Chemical Society, 1990
- A stereoselective synthesis of (-)-perhydrohistrionicotoxinJournal of the American Chemical Society, 1989
- A stereoselective synthesis of the azaspiboundecane ring system of (−)-histrionicotoxin from (+)-glutamic acidTetrahedron Letters, 1986