A Synthesis of C1-C22 Fragment of the Immunosuppressant FK 506. Stereoselective Construction of (E)-Trisubstituted Double Bond (C19-C20) via Ester-enolate Claisen Rearrangement

Article abstract of DOI:10.1016/0040-4039(91)80646-N

An ene-ester 5 prepared from L-malic acid was subjected to the ester-enolate Claisen rearrangement under Ireland's condition to give stereoselectively C16-C22 fragment 11 containing (E)-trisubstituted double bond which was further advanced to C1-C22 fragm