不对称亲核催化合成手性芳基烯丙基醚类化合物

Asymmetric Synthesis of Chiral Aryl Allyl Ethers by Nucleophilic Catalysis

手性芳基烯丙基醚类化合物是一类重要的结构骨架,其广泛存在于天然产物和药物活性分子结构中。以设计合成的MBH(Morita-Baylis-Hillman)碳酸苯酯作为反应底物,其在亲核手性催化剂作用下脱去一分子CO 2,生成了一系列含有各种取代基的手性的芳基烯丙基醚化合物。产率高达95%,对映选择性高达90%。产物结构经1 H NMR和13 C NMR鉴定正确。

Chiral aryl allyl ethers are important substructure which can be found in a lot of natural products and bioactive molecules.A series of substituted chiral aryl allyl ethers were successfully synthesized from the newly designed MBH carbonates by releasing a molecule of CO 2 under nucleophilic catalysis.The yields are up to 95%and the enantioselectivities are up to 90%.The structure of products was determined by 1 H NMR and 13 C NMR.