Catalytic asymmetric aminohydroxylation provides a short taxol side-chain synthesis

Guigen Li, K. Barry Sharpless

Research output: Contribution to journalArticlepeer-review

71 Scopus citations

Abstract

The p-toluenesulfonamide derivative of the C-13 side-chain of taxol was prepared on a one third mole scale in a single step from methyl cinnamate. The process employed is catalytic asymmetric aminohydroxylation (catalytic AA). In the present case, there is no work-up other than filtration of the pure product which is insoluble in the reaction mixture. The sulfonamide protecting group is removed by acidic hydrolysis.

Original languageEnglish
Pages (from-to)649-651
Number of pages3
JournalActa Chemica Scandinavica
Volume50
Issue number8
DOIs
StatePublished - Aug 1996

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