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ChemInform Abstract: Cyclizations of Benzenesulfenyl Chloride Adducts with Conjugated Silyloxyenones: A New Stereoselective Reaction in the Synthesis of 4,5- Dihydrofuran-3(2H)-ones.

✍ Scribed by C. C. COLINS; M. F. CRONIN; H. A. MOYNIHAN; D. G. MCCARTHY


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Cyclizations of Benzenesulfenyl Chloride Adducts with Conjugated

Silyloxyenones: A New Stereoselective Reaction in the Synthesis of 4,5-Dihydrofuran-3(2H)-ones.

-The title cyclization leads to intermediates such as (IV) and (IX), which can be converted to interesting furanones such as (VI). These compounds are often subunits in natural products. Oxidation of the intermediate sulfides with MCPBA and H2O2 is problematic. The cyclization with selenyl compounds is not so general concerning the substitution pattern of the starting material. -(COLINS, C. C.; CRONIN,


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