Synthetic Efforts toward the C22−C36 Subunit of Halichondrin B Utilizing Local and Imposed Symmetry
2005; American Chemical Society; Volume: 7; Issue: 4 Linguagem: Inglês
10.1021/ol0473400
ISSN1523-7060
AutoresValérie Keller, Ikyon Kim, Steven D. Burke,
Tópico(s)Carbohydrate Chemistry and Synthesis
ResumoThe C22−C34 portion (2) of halichondrin B was synthesized from meso-symmetric bis-silyl protected cyclopentenediol (7) in 20 steps and 7% overall yield. This was accomplished through a two-directional synthesis/terminus differentiation strategy that proceeded via achiral, meso-symmetric intermediates for eight steps and employed a Pd(0)-mediated asymmetric double cycloetherification to establish both tetrahydropyran rings.
Referência(s)