Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 30, Pages 10370-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja904136q
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Funding
- NSF [CHE-0749691]
- Novartis
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0749691] Funding Source: National Science Foundation
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A concise and convergent route to (+)-polyanthellin A is presented. This synthesis features a diastereoselective cyclopropane/aldehyde [3+2] cycloaddition to install the hydroisobenzofuran core. The use of MADNTf(2) as a potent, bulky Lewis acid was essential to allow a labile B-silyloxy aldehyde to be used in the cycloaddition. Other key steps include a ring-closing metathesis and a selective olefin oxidation
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