144066-83-1Relevant articles and documents
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.
A Convergent Strategy Towards Taxol. A Facile Enantioselective Entry Into a Fully Functionalized Ring A System
Nicolaou, K. C.,Hwang, C.-K.,Sorensen, E. J.,Clairborne, C. F.
, p. 1117 - 1118 (2007/10/02)
Key intermediates 10-12 related to the taxol ring A system have been synthesized in enantiomerically pure form by a short and efficient route featuring a Diels-Alder reaction and a Corey oxazaborolidine reduction.
