150966-64-6Relevant articles and documents
A concise enantioselective synthesis of a fully oxygen substituted ring A taxol precursor
Roy, Olivier,Pattenden, Gerald,Pryde, David C.,Wilson, Claire
, p. 5115 - 5121 (2007/10/03)
A concise synthesis of the oxygen substituted ring A compound 2 found in Taxol 1a and Taxotere 1b starting from 2,2-dimethylcyclohexane-1,3-dione and proceeding via the key intermediates 8 and 11, is described. The absolute configuration of 2 was established from an X-ray crystal structure determination of a 4-bromophenylbenzoate derivative, viz. 15.
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.