A short and convergent synthesis of jerangolid D is described. As key steps, a Blaise reaction is employed to construct the lactone ring, a diastereoselective multicomponent Sakurai condensation leads to the dihydropyran ring, and the skipped diene is assembled using a modified Julia olefination.
机构:
Department of Chemistry, University of California, Berkeley, CA 94720, United StatesDepartment of Chemistry, University of California, Berkeley, CA 94720, United States
Peltier, Hillary M.
McMahon, Jeffrey P.
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Department of Chemistry, University of California, Berkeley, CA 94720, United StatesDepartment of Chemistry, University of California, Berkeley, CA 94720, United States
McMahon, Jeffrey P.
Patterson, Andrew W.
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Department of Chemistry, University of California, Berkeley, CA 94720, United StatesDepartment of Chemistry, University of California, Berkeley, CA 94720, United States
Patterson, Andrew W.
Ellman, Jonathan A.
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Department of Chemistry, University of California, Berkeley, CA 94720, United StatesDepartment of Chemistry, University of California, Berkeley, CA 94720, United States
Ellman, Jonathan A.
Journal of the American Chemical Society,
2006,
128
(50):
: 16018
-
16019