A Formal Total Synthesis of Taxol Aided by an Automated Synthesizer
Top Cited Papers
- 7 September 2006
- journal article
- research article
- Published by Wiley in Chemistry – An Asian Journal
- Vol. 1 (3), 370-383
- https://doi.org/10.1002/asia.200600156
Abstract
A 36-step synthesis was carried out in automated synthesizers to provide a synthetic key intermediate of taxol. A key step involved a microwave-assisted alkylation reaction to construct the ABC ring system from an AC precursor. Subsequent formation of the D ring afforded baccatin III, a well-known precursor of taxol.Keywords
This publication has 39 references indexed in Scilit:
- Biologically Active Compounds through Catalysis: Efficient Synthesis of N‐(Heteroarylcarbonyl)‐N′‐(arylalkyl)piperazinesChemistry – A European Journal, 2004
- Synthesis of the ABC Ring System of Paclitaxel: Formation of the 8-Membered B Ring by Intramolecular AlkylationSynlett, 2002
- Enantioselective Total Synthesis of (−)-TaxolJournal of the American Chemical Society, 2000
- An Enantioselective Construction of the ABC System of TaxolJournal of the American Chemical Society, 1998
- Synthesis of Taxoid Ring Systems: AC → ABC Approach by Way of Intramolecular AlkylationAngewandte Chemie International Edition in English, 1997
- Synthese taxoider Ringsysteme: der Ringschluß AC → ABC über eine intramolekulare AlkylierungAngewandte Chemie, 1997
- Eine Totalsynthese von TaxolAngewandte Chemie, 1995
- Selective Generation of Free Radicals from Epoxides Using a Transition-Metal Radical. A Powerful New Tool for Organic SynthesisJournal of the American Chemical Society, 1994
- Synthesis of ABCtaxoid ring systems via a convergent strategyJournal of the Chemical Society, Chemical Communications, 1993
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963