Stereoselective Synthesis of Substituted 3a-Hydroxy Diquinanones and 3a-Hydroxy Hydrindanones via Intramolecular Cycloaddition of Nitrile Oxides
- 9 December 2009
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 40 (1) , 87-103
Abstract
trans-1,3-Divinylcyclopentanes bearing a ω-nitroalkyl chain (C2 or C3) in the 2-position were submitted to an intramolecular nitrile oxide cycloaddition process to give tricyclic isoxazoline precursors of 4-hydroxymethylbicyclo[3.3.0]octan-1-ol-3-ones or 5-hydroxymethyl-9-vinylbicyclo[4.3.0]nonan-1-ol-4-ones.Keywords
This publication has 28 references indexed in Scilit:
- Asymmetric 1,3-dipolar cycloadditionsTetrahedron, 2007
- Enantioselective Total Synthesis of Macrolide Antitumor Agent (−)-Lasonolide AOrganic Letters, 2007
- Stereoselective intramolecular 1,3-dipolar nitrile oxide cycloaddition reaction of N-formyl-β-nitroamidesTetrahedron Letters, 2007
- Conversion of d-Glucose to Cyclitol with Hydroxymethyl Substituent via Intramolecular Silyl Nitronate Cycloaddition Reaction: Application to Total Synthesis of (+)-CyclophellitolOrganic Letters, 2003
- New Tricyclic Sesquiterpenes from the Fermentation Broth of Stereum hirsutumJournal of Natural Products, 2002
- Enzymatic and Microbial Method of Preparation of Optically Active (±) 3-Methyl-4-phenyl-4,5-dihydroisoxazole-4-carboxylic AcidSynthetic Communications, 1997
- The “inside alkoxy effect” in intramolecular nitrile oxide cycloadditions: Ab initio and force field modelingTetrahedron Letters, 1992
- The isoxazoline route to the molecules of natureAccounts of Chemical Research, 1984
- Constituents of Iva Species. VII. New Guaianolides from Iva axillaris Pursh. ssp. robustior1,2The Journal of Organic Chemistry, 1966
- 1,3‐Dipolar Cycloadditions. Past and FutureAngewandte Chemie International Edition, 1963