An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue.
[reaction: see text] A synthesis of the Annonaceous acetogenin asimicin and a side-chain analogue has been achieved by a highly convergent route in which Grubbs cross-metathesis plays a key role.
Marshall
James A
JA
Department of Chemistry, P.O. Box 400319, University of Virginia, Charlottesville, Virginia 22904, USA. jam5x@virginia.edu
Sabatini
Jesse J
JJ
D054378:Acetogenins; D029061:Annonaceae / Q000737:chemistry*; D002384:Catalysis; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure
D054378:Acetogenins; D005233:Fatty Alcohols; D005663:Furans; D007783:Lactones; C061022:bullatacin