141041-72-7Relevant academic research and scientific papers
Stereocontrolled Synthesis of a C1-C15 Segment for the Marine Macrolides Swinholide A and Scytophycin C: Use of a Vinylogous Mukaiyama Aldol Reaction
Paterson, Ian,Smith, Julian D.
, p. 3261 - 3264 (1992)
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
The total synthesis of swinholide A. Part 2: A stereocontrolled synthesis of a C1-C15 segment
Paterson,Smith,Ward
, p. 9413 - 9436 (2007/10/02)
The C1-C15 segment 3 of swinholide A was prepared in 10 steps (14% yield) from the methyl ketone 13. Key steps include (i) the asymmetric aldol reaction, 13 → 35, followed by cyclisation to give the dihydropyrone 36, (ii) the Ferrier
