TOTAL SYNTHESIS OF BACCATIN-III AND TAXOL

Citation
Sj. Danishefsky et al., TOTAL SYNTHESIS OF BACCATIN-III AND TAXOL, Journal of the American Chemical Society, 118(12), 1996, pp. 2843-2859
Citations number
60
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
118
Issue
12
Year of publication
1996
Pages
2843 - 2859
Database
ISI
SICI code
0002-7863(1996)118:12<2843:TSOBAT>2.0.ZU;2-R
Abstract
An intramolecular Heck reaction (90 --> 91) serves as the key step in the total synthesis of the titled compounds. The synthetic route is ba sed on utilizing the Wieland-Miescher ketone (5) as a matrix to provid e the C and D rings of the targets and to provide functionality implem ents for joining this sector to an A ring precursor (6). Catalytically induced enantiotopic control and early emplacement of the oxetane are other features of the route.