150966-63-5Relevant articles and documents
A novel approach to the Taxol A-ring synthetic equivalents
Gao, Zhang-Hua,Liu, Bing,Li, Wei-Dong Z.
, p. 10734 - 10737 (2007/10/03)
A novel short approach to the A-ring synthetic equivalents of Taxol was described. Oxabicyclic ketone 3 served as a versatile template for selective functionalization leading to oxabicyclic vinylic ether 6 in two steps, which was hydrolyzed under mild aci
Stereo- and regio-selective Ti-mediated radical cyclization of epoxy-alkenes: Synthesis of the A and C ring synthons of paclitaxel
Nakai, Kazuoki,Kamoshita, Miyuki,Doi, Takayuki,Yamada, Haruo,Takahashi, Takashi
, p. 7855 - 7857 (2007/10/03)
We have developed a practical synthetic route for the A and C rings of paclitaxel. The key reaction is a Ti-mediated radical cyclization of an epoxyalkene.
Total synthesis of Taxol. 2. Construction of A and C ring intermediates and initial attempts to construct the ABC ring system
Nicolaou,Liu,Yang,Ueno,Sorensen,Claiborne,Guy,Hwang,Nakada,Nantermet
, p. 634 - 644 (2007/10/02)
A method for the formation of Taxol's ABC ring system has been developed. General methods for the synthesis of versatile synthons for Taxol's A ring (8) and C ring (55) are presented. A model study using a simplified C ring synthon (17) confirmed the viability of the sequential Shapiro-McMurry strategy for formation of Taxol's B ring. Careful exploration of the chemistry of various A-B ring conjugates allowed the development of a successful method for formation of the B ring in a more functionalized system.