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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 18
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Original Articles

Highly Regio‐ and Stereoselective Synthesis of β‐Phenyl‐chalcogenyl Allyl Sulfones by Hydrochalcogenation Reaction of 1,2‐Allenyl Sulfones

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Pages 2603-2612 | Received 19 Dec 2005, Published online: 16 Feb 2007
 

Abstract

The hydrochalcogenation of allenyl sulfones with sodium organyl chalcogenolates can proceed smoothly to give β‐phenylchalcogenyl allyl sulfones in high yields with exclusive regioselectivity. For the asymmetric allenyl sulfone, the reaction has both high regio‐ and stereoselectivity with the predominace of E‐isomer. Some applications of β‐phenyltelluro and β‐phenylselanyl allyl sulfone in organic synthesis are also investigated.

Acknowledgment

We are grateful to the National Natural Science Foundation of China (Project No. 20272050, 20332060) for financial support.

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