10.1021/ol006026c.s001
Dale E. Ward
Dale E.
Ward
Yuanzhu Gai
Yuanzhu
Gai
Qi Qiao
Qi
Qiao
A General Approach to Cyathin
Diterpenes. Total Synthesis of
Allocyathin B<sub>3</sub>
American Chemical Society
2000
isopropyl group
Allocyathin B 3
vinyl triflate
ring system
Cyathin Diterpenes
hydroxymethyl groups
functionalized intermediates
allocyathin B 3
Total Synthesis
methyl propargyl acetal
hydroxymethyl group
General Approach
cyathin family
2000-06-17 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/A_General_Approach_to_Cyathin_Diterpenes_Total_Synthesis_of_Allocyathin_B_sub_3_sub_/3736446
The synthesis of allocyathin B<sub>3</sub> from an advanced intermediate possessing the ring system and relative stereochemistry but lacking the
isopropyl and hydroxymethyl groups is reported. The isopropyl group was introduced by radical cyclization of a methyl propargyl acetal of
an α-bromo ketone, and the hydroxymethyl group was generated by Pd-catalyzed carbonylation of a vinyl triflate. The route provides functionalized
intermediates that could allow access to more complex members of the cyathin family of diterpenes.