Diastereoselectivity-switchable and regiospecific hetero Diels-Alder reaction of N-sulfinylper(poly)fluoroalkanesulfinamides with dienes |
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| Authors: | Xiao-Jin Wang |
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| Affiliation: | Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 20032, China |
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| Abstract: | N-Sulfinylper(poly)fluoroalkanesulfinamides reacted readily with dienes in methylene chloride at −78 °C to give the corresponding cycloadducts with complete regioselectivities and good diastereoselectivities. The diastereoselectivity of the reaction was switchable to the opposite under the catalysis of Lewis acids such as TiCl4 and SnCl4. |
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| Keywords: | N-Sulfinylper(poly)fluoroalkanesulfinamide Hetero Diels-Alder reaction Diene |
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