Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane |
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| Authors: | Tinsley Jennifer M Mertz Eric Chong Pek Y Rarig Robert-André F Roush William R |
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| Affiliation: | Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA. |
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| Abstract: | ![]()
[reaction: see text] A total synthesis of (+)-bullatacin has been accomplished via a diastereoselective [3+2] annulation reaction of the highly enantiomerically enriched allylsilane 3 and racemic aldehyde 4, which provides the key bis-tetrahydrofuran fragment 15 with > or = 20:1 ds. |
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