Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 38, Pages 14964-14967Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja2073356
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Funding
- NSF CRIF [CHE-0639094]
- California Institute of Technology
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The first total synthesis of (-)-maoecrystal Z is described. The key steps of the synthesis include a diastereoselective Ti(III)-mediated reductive epoxide coupling reaction and a diastereoselective Sm(II)-mediated reductive cascade cydization reaction. These transformations enabled the preparation of (-)-maoecrystal Z in only 12 steps from (-)-gamma-cyclogeraniol.
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