[reaction: see text] The pseudo-C(2)() symmetry of the C1 to C13 stretch of the discodermolide structure offers a potential strategic advantage for synthetic design. Two approaches based on this recognition were devised, and one was shown to be effective in a model series.
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Short synthesis of the C1-C14 stretch of discodermolide from building blocks prepared by asymmetric catalysis.
Org Lett
April 2008
Department of Chemistry, State University of New York at Stony Brook, Stony Brook, New York 11794-3400, USA.
A convergent and stereoselective synthesis of the C1-C14 stretch of (+)-discodermolide demonstrates the utility of the "asymmetric catalysis approach" to complex polypropionates. The preparation of this complex synthon requires 15 steps in the longest linear sequence and 19 steps total from inexpensive materials.
View Article and Find Full Text PDFA strategy for exploiting the pseudosymmetry of the C1-C13 stretch of discodermolide.
Org Lett
April 2004
Department of Chemistry, State University of New York at Stony Brook Stony Brook, New York 11794-3400, USA.
[reaction: see text] The pseudo-C(2)() symmetry of the C1 to C13 stretch of the discodermolide structure offers a potential strategic advantage for synthetic design. Two approaches based on this recognition were devised, and one was shown to be effective in a model series.
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