Abstract
The highly oxygenated 6/8/6-membered ABC-ring 2 of taxol was assembled in a convergent fashion. A decarbonylative radical reaction between α-alkoxyacyl telluride 4 and cyanocyclohexenone 5 linked the A- and C-rings and stereoselectively installed the C2- and C3-tertiary carbon centers of 3. After the C8-quaternary stereocenter was constructed, the C9-methyl ketone and the C11-vinyl triflate of 30 participated in Pd(0)-promoted cyclization of the eight-membered B-ring, giving rise to the taxol skeleton 2.
Original language | English |
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Pages (from-to) | 7554-7557 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 20 |
Issue number | 23 |
DOIs | |
Publication status | Published - 2018 Dec 7 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry