Studies in macrolide synthesis: Stereocontrolled synthesis of a C1-C13 segment of concanamycin A

Article abstract of DOI:10.1016/S0040-4039(97)00816-2

The C₁-C₁₃ segment 6 of concanamycin A (1) was prepared by a highly stereocontrolled route (87% overall ds) in 16 steps from the ester 9. Key steps are the one-pot aldol/reduction, 8 → 12, and the HWE reaction, 18 + 19 → 6.