Organocatalytic Asymmetric Michael Addition/Annulation Cascade toward the β-Nitro Chromones
Wenhui Wang1, Yu Zhang1, Qingqin Huang1
1School of Pharmaceutical Sciences and Chongqing Key Laboratory of Natural Drug Research, Chongqing University, Chongqing 401331, P. R. China.
Abstract:
An efficient and practical one-pot protocol has been developed for the enantioselective synthesis of chiral β-nitro chromones under mild conditions. This method combines organocatalyzed Michael addition of 1,3-diketones to nitroalkenes with subsequent acid-promoted annulation. The reaction tolerates a wide range of substrates, delivering the target products in up to 90% yield with up to 97% ee (32 examples). Moreover, the process is scalable, and the products can be readily transformed into functionalized derivatives, offering a versatile route to highly substituted heterocyclic frameworks.
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