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ChemInform Abstract: Regioselective Cyclopropanation Reactions Using Iodonium Ylides: Synthesis of Prostaglandin Precursors.

✍ Scribed by R. M. MORIARTY; E. J. MAY; L. GUO; O. PRAKASH

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Regioselective Cyclopropanation Reactions Using Iodonium Ylides: Synthesis of Prostaglandin Precursors.

-Base-promoted reaction of Ξ²-keto esters (I) and (V) with iodobenzene diacetate provides iodonium ylides. Their Cu(I)-catalyzed decomposition results in intramolecular cyclopropanation with a clearly displayed regioselective preference for the bicyclo[3.1.0] ring system. The cyclopropane mixtures can be converted to prostaglandins by known procedures.

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