The Study on Asymmetric Michael Addition Reaction of Ketones to Chalcones Catalyzed by Camphorsulfonamide-Derived (2S,4R)-4-Hydroxy-L-Prolinamide
碩士 === 國立清華大學 === 化學系 === 102 === This thesis dealt with the synthesis and application of novel prolinamide-camphor organocatalysts that derived from the coupling of trans-4-hydroxy-L-proline and camphorsulfonamide. Organocatalyst 11d is proven to be an efficient catalyst for the asymmetric Michael...
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Other Authors: | |
Format: | Others |
Language: | zh-TW |
Published: |
2014
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Online Access: | http://ndltd.ncl.edu.tw/handle/r36ctc |
Summary: | 碩士 === 國立清華大學 === 化學系 === 102 === This thesis dealt with the synthesis and application of novel prolinamide-camphor organocatalysts that derived from the coupling of trans-4-hydroxy-L-proline and camphorsulfonamide. Organocatalyst 11d is proven to be an efficient catalyst for the asymmetric Michael reaction of ketone and a series of chalcone-derived. Treatment of cyclohexanone with chalcone- deriveds which have electron-withdrawing group using organocatalyst 11d provided the desired Michael products with high chemical yields (up to 97% yield), excellent diastereoselectivities (up to 99/1 dr) and high levels of enantioselectivities (up to 93% ee) for syn- products.
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