149140-51-2Relevant articles and documents
The Chemistry of Taxanes: Skeletal Rearrangements of Baccatin Derivatives via Radical Intermediates
Chen, Shu-Hui,Huang, Stella,Gao, Qi,Golik, Jerzy,Farina, Vittorio
, p. 1475 - 1484 (2007/10/02)
In the course of a synthetic program aimed at systematic defunctionalization of the taxol core for structure activity studies, a number of radical-based deoxygenation reactions were carried out on baccatin III derivatives.In this connection, we have discovered that formation of radicals at positions C-1, C-2, and C-7 in the taxane core of baccatin III results in a number of skeletal rearrangement cascades.Furthermore, the exact composition of the product mixture depends on the specific tin (or silicon) hydride used for the reduction.In the case of C-2 and C-7-derived radicals, direct quenching with tin hydrides without rearrangement was possible under some conditions.However, we were unable to find conditions to quench the C-1 radical, since rearrangement pathways always predominate in this case.
Samarium Diiodide-Mediated Deoxygenation of Taxol: A One-Step Synthesis of 10-Deacetoxytaxol
Georg, Gunda I.,Cheruvallath, Zacharia S.
, p. 4015 - 4018 (2007/10/02)
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