445398-03-8Relevant academic research and scientific papers
A practical access into conveniently functionalized, homochiral C-ring system of taxuyunnanine C
Candela Lena, Jose I.,Del R. Rico Ferreira, Maria,Martin Hernando, Jose I.,Arseniyadis, Simeon
, p. 3281 - 3291 (2007/10/03)
The preparation of a homochiral 7-nor taxoid C-ring framework, to be used in an A+C approach for the synthesis of low oxygenation pattern taxoids with an exocyclic olefin at C(4)-(20) and oxygenation at C(14), is described. Retrosynthetic analysis associated with the preparation of 3 has been designed around the targets 11 and 15 which could be produced by functional group manipulation starting from the known hydrindenone 4, obtained with a moderate e.e. (ca. 70%). A lipase was used to perform clean and high yield saponification on its corresponding acetoxy enone, while chemical resolution of the resulting acyloins allowed straightforward access to diastereomerically pure material.
