Syntheses of new fluorine-containing taxoids by means of β-lactam synthon method

Iwao Ojima*, Scott D. Kuduk, John C. Slater, Rayomand H. Gimi, Chung-Ming Sun

*Corresponding author for this work

Research output: Contribution to journalArticle

51 Scopus citations

Abstract

A series of new fluorine-containing analogs of paclitaxel and docetaxel are synthesized using the coupling of (3R,45)-1-acyl-β-lactams with high enantiomeric purity with properly protected baccatin III, 10-deacetylbaccatin III, and 14β-hydroxy-10-deacetylbaccatin III as the key step (β-Lactam Synthon Method). (3R,4S)-1-Acyl-β-lactams are prepared through efficient chiral ester enolate - imine cyclocondensation.

Original languageEnglish
Pages (from-to)209-224
Number of pages16
JournalTetrahedron
Volume52
Issue number1
DOIs
StatePublished - 1 Jan 1996

Fingerprint Dive into the research topics of 'Syntheses of new fluorine-containing taxoids by means of β-lactam synthon method'. Together they form a unique fingerprint.

  • Cite this