Journal
RSC ADVANCES
Volume 3, Issue 39, Pages 17717-17725Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra43230k
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Funding
- JSPS.KAKENHI [23550059]
- Society of Iodine Science (Japan)
- Grants-in-Aid for Scientific Research [23550059] Funding Source: KAKEN
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The first total syntheses of (12R)- and (12S)-12-hydroxymonocerins are described. The oxolane-fused isochroman-1-one framework is stereoselectively constructed via a double oxy-cyclization using a lactate-based chiral hypervalent iodine reagent. A catalytic variant of the double oxy-cyclization is also demonstrated using a chiral iodoarene as the precatalyst and m-CPBA as the co-oxidant.
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