Journal
ORGANIC LETTERS
Volume 24, Issue 1, Pages 202-206Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03851
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Funding
- JSPS [26288018]
- Grants-in-Aid for Scientific Research [26288018] Funding Source: KAKEN
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The total synthesis of paclitaxel is achieved through a double Rubottom oxidation of the bis(silyl enol ether) derived from a tricarbocyclic diketone, efficiently installing a bridgehead olefin and C-5/C-13 hydroxy groups in one step. Additionally, a novel Ag-promoted oxetane formation method is used to smoothly construct the tetracyclic framework of paclitaxel.
The total synthesis of paclitaxel (Taxol) is described. Double Rubottom oxidation of the bis(silyl enol ether) derived from a tricarbocyclic diketone effectively installed a bridgehead olefin and C-5/C-13 hydroxy groups in a one-step operation. The novel Ag-promoted oxetane formation smoothly constructed the tetracyclic framework of paclitaxel.
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