Abstract
Treatment of o-allyl phenols with catalytic NIS-PPh3 affords the corresponding spirodihydrobenzofuran derivatives in high yield with high regio- and total stereoselectivity under mild conditions. These results were utilized to achieve the first total synthesis of the protein kinase C inhibitor corallidictyal D starting from α-ionone.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Indicators and Reagents / chemistry*
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Molecular Conformation
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Phenols / chemistry*
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Phosphines / chemistry*
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Sesquiterpenes / chemical synthesis*
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Sesquiterpenes / chemistry
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Spiro Compounds / chemical synthesis*
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Spiro Compounds / chemistry
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Succinimides / chemistry*
Substances
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Indicators and Reagents
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Phenols
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Phosphines
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Sesquiterpenes
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Spiro Compounds
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Succinimides
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corallidictyal D
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N-iodosuccinimide