Kc. Nicolaou et al., TOTAL SYNTHESIS OF TAXOL .4. THE FINAL STAGES AND COMPLETION OF THE SYNTHESIS, Journal of the American Chemical Society, 117(2), 1995, pp. 653-659
The total synthesis of (-)-Taxol has been achieved. Functional group m
anipulation of diol 2 provided the ABC ring system with the correct C9
-keto, C10-acetyloxy functionality. Careful optimization allowed the o
xidation of the C5-C6 alkene in 4 at C5 via a hydroboration reaction.
Functional group manipulation of this product, 29, provided, through t
wo routes, the oxetane D ring as 36. Following the method developed by
degradative studies provided the natural enantiomer of Taxol (1).