Sequential hydroformylation/diels-alder processes: one-pot synthesis of polysubstituted cyclohexenes, cyclohexadienes, and phthalates from alkynes.
Sequential hydroformylation/diels-alder processes: one-pot synthesis of polysubstituted cyclohexenes, cyclohexadienes, and phthalates from alkynes.
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DOI：
10.1002/chem.201402981
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发表时间：
2014-06
期刊：
影响因子：
--
通讯作者：
Xianjie Fang;R. Jackstell;M. Beller
中科院分区：
文献类型：
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作者：
Xianjie Fang;R. Jackstell;M. Beller
开发了一种新的一锅加氢/Diels-Alder序列合成多取代环己烯、环己二烯和邻苯二甲酸酯。通过钯催化的氢化反应，然后进行AAD型反应（AAD：酰胺-醛-亲二烯体），各种炔以良好的产率和优异的非对映选择性有效地转化为相应的产物。鉴于底物的可用性、整个过程的原子效率以及在环己烯环中方便地引入取代基，该方法补充了当前制备多取代环己烷衍生物的方法。
A novel, one-pot hydroformylation/Diels-Alder sequence for the synthesis of multisubstituted cyclohexenes, cyclohexadienes, and phthalates has been developed. Various alkynes were efficiently converted into the corresponding products in good yields and with excellent diastereoselectivity through palladium-catalyzed hydroformylation followed by an AAD-type reaction (AAD: Amides-Aldehydes-Dienophiles). In view of the availability of the substrates, the atom-efficiency of the overall process, and the convenient introduction of substituents in the cyclohexene ring, this method complements current methods for the preparation of polysubstituted cyclohexane derivatives.