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ChemInform Abstract: Lewis Acid Promoted Highly Diastereoselective Desymmetric Intramolecular Cyclization of Allylstannane with a Diketone.

โœ Scribed by T. SHIMADA; Y. YAMAMOTO


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

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โœฆ Synopsis


Lewis Acid Promoted Highly Diastereoselective Desymmetric Intramolecular Cyclization of Allylstannane with a Diketone.

-The prochiral allylstannyl diketone (I) undergoes Lewis acid catalyzed desymmetric intramolecular cyclization. By proper choice of the Lewis acid a highly diastereoselective synthesis of each diastereomer (II) or (III) can be accomplished. -


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## Stereochemistry of Lewis Acid and Fluoride Promoted Intramolecular Cyclization of ฮฒ-(Alkoxycarbonyl)allylsilane with Enones. Synthesis of Bicyclo(4.3.0)nonanes. -The title reaction is found to yield cyclohexanes and/or bicyclo(4.3.0) nonanes, a common unit present in terpenoid natural products.