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Water excellent solvent for the synthesis of bifunctionalized cyclopentenones from furfural
Green Chemistry ( IF 9.3 ) Pub Date : 2017-09-15 00:00:00 , DOI: 10.1039/c7gc02303k
M. Nardi 1, 2, 3, 4, 5 , P. Costanzo 4, 6, 7, 8 , A. De Nino 1, 2, 3, 4 , M. L. Di Gioia 2, 4, 9, 10, 11 , F. Olivito 4, 6, 7, 8 , G. Sindona 1, 2, 3, 4 , A. Procopio 4, 6, 7, 8
Affiliation  

Chiral cyclopentenones are important precursors in the asymmetric synthesis of target molecules. In particular, C-2 amino cyclopentenones could be utilised as intermediates towards antitumor natural products. On the basis of our previous experience, we report an environmentally friendly protocol for the synthesis of bifunctionalized cyclopentenones in water from furfural. The use of water and MW gives high regioselectivity and good to excellent yields. The reaction can be realized in short times with various nucleophiles.

中文翻译:

糠醛合成双官能化环戊烯酮的极佳水溶剂

手性环戊烯酮是靶分子不对称合成的重要前体。特别地,C-2氨基环戊烯酮可用作抗肿瘤天然产物的中间体。根据我们以前的经验,我们报告了从糠醛中合成双功能环戊烯酮的环保方案。使用水和MW可以提高区域选择性,并具有良好的优异收率。使用各种亲核试剂可以在短时间内实现该反应。
更新日期:2017-11-13
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