Study in the Formal [4+2] Cycloaddition of α,β-unsaturated Aldehydes. Mechanism,Product Confirmation and Synthetic Application
碩士 === 國立中正大學 === 化學所 === 96 === Utilization of L-proline and trialkylamine as cocatalysts at low temperature to proceed a series of [4+2] ?β-unstratured aldehydes cycloaddition to generate enatioselective adducts, and the structure of the adduct,obtained from the reaction of 3-methylbut-2-enal and...
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Other Authors: | |
Format: | Others |
Language: | zh-TW |
Published: |
2007
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Online Access: | http://ndltd.ncl.edu.tw/handle/77912839584133261271 |
Summary: | 碩士 === 國立中正大學 === 化學所 === 96 === Utilization of L-proline and trialkylamine as cocatalysts at low temperature to proceed a series of [4+2] ?β-unstratured aldehydes cycloaddition to generate enatioselective adducts, and the structure of the adduct,obtained from the reaction of 3-methylbut-2-enal and (E)-3-(2-nitrophenyl)acryldehyde,was confirmed by X-ray analysis. The methodology was applied in the synthesis of (+)-Palitantine.Final,we prepared cis- and trans-?β-unsaturated aldehyde to suggest its mechanism was likely proceeded through dieniminium-enamine rather than via the enamine Diels-Alder reaction.
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