Enantioselective syntheses of colletodiol, colletol, and grahamimycin A.

@article{Hunter2002EnantioselectiveSO,
  title={Enantioselective syntheses of colletodiol, colletol, and grahamimycin A.},
  author={T. J. Hunter and G. O'Doherty},
  journal={Organic letters},
  year={2002},
  volume={4 25},
  pages={
          4447-50
        }
}
[reaction: see text] The enantioselective synthesis of colletodiol has been achieved in 11 steps from methyl 1,3,5-octatrienoate and 16 total steps from both ethyl sorbate and methyl 1,3,5-octatrienoate. The route relies upon an enantio- and regioselective Sharpless dihydroxylation and a palladium-catalyzed reduction to form a 5-hydroxy-1-enoate and an 7-hydroxy-1,3-dienoate. These esters were further functionalized, coupled, and macrolactonized to provide colletodiol after deprotection… Expand
27 Citations
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References

SHOWING 1-10 OF 17 REFERENCES
An enantioselective synthesis of tarchonanthuslactone.
  • 39
An enantioselective synthesis of cryptocarya diacetate.
  • 44
A synthesis of (S,S)-(+)-grahamimycin A1
  • 44
Grahamimycins: antibiotics from Cytospora sp. Ehrenb. W.F.P.L. 13A.
  • 23
  • PDF
First total synthesis of grahamimycin A.
  • 21
...
1
2
...