Holton Taxol total synthesis
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Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. The Holton Taxol total synthesis, published by Robert A. Holton and his group at Florida State University in 1994 was the first total synthesis of Taxol (generic name: paclitaxel). The Holton Taxol total synthesis is a good example of a linear synthesis starting from commercially available natural compound patchoulene oxide. This epoxide can be obtained in two steps from the terpene patchoulol and also from borneol. The reaction sequence is also enantioselective, synt...
Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. The Holton Taxol total synthesis, published by Robert A. Holton and his group at Florida State University in 1994 was the first total synthesis of Taxol (generic name: paclitaxel). The Holton Taxol total synthesis is a good example of a linear synthesis starting from commercially available natural compound patchoulene oxide. This epoxide can be obtained in two steps from the terpene patchoulol and also from borneol. The reaction sequence is also enantioselective, synthesizing (+)-Taxol from (-)- patchoulene oxide or (-)-Taxol from (-)-borneol with a reported specific rotation of +- 47° (c=0.19 / MeOH). The Holton sequence to Taxol is relatively short compared to that of the other groups with an estimated 37 step not counting the addition of the amide tail. One of the reasons is that the patchoulol starting compound already contains 15 of the 20 carbon atoms required for the Taxol ABCD ring framework.
