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  • Title: Synthetic efforts toward the C22-C36 subunit of halichondrin B utilizing local and imposed symmetry.
    Author: Keller VA, Kim I, Burke SD.
    Journal: Org Lett; 2005 Feb 17; 7(4):737-40. PubMed ID: 15704938.
    Abstract:
    The 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. [Structure: see text]
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