Stereocontrolled Synthesis of a C1-C15 Segment for the Marine Macrolides Swinholide A and Scytophycin C: Use of a Vinylogous Mukaiyama Aldol Reaction

Article abstract of DOI:10.1021/jo00038a002

The C1-C15 segment (+/-)-8 of swinholide A/scytophycin C was prepared in eight steps from (E)-4-chlorobut-3-en-2-one (10) in 19percent overall yield with 87percent diastereoselectivity.The C7 stereocenter was controlled by the novel, vinylogous Mukaiyama