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1,3-二硫戊环作为酰基阴离子等价物在钯催化的不对称烯丙基取代反应中的应用。

1,3-Dithianes as Acyl Anion Equivalents in Pd-Catalyzed Asymmetric Allylic Substitution.

机构信息

School of Pharmacy and ‡School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, P. R. China.

出版信息

Org Lett. 2016 Dec 16;18(24):6296-6299. doi: 10.1021/acs.orglett.6b03161. Epub 2016 Dec 5.

DOI:10.1021/acs.orglett.6b03161
PMID:27978643
Abstract

A Pd-catalyzed asymmetric allylic substitution with 1,3-dithianes as acyl anion equivalents has been developed in high yields and excellent enantioselectivities. The reaction was performed on a gram scale, and the corresponding alkylated products were conveniently converted into several biologically active products. This work provides an alternative strategy utilizing electrophilic carbonyl compounds as nucleophilic species in a Pd-catalyzed allylic substitution.

摘要

Pd 催化的不对称烯丙基取代反应中,1,3-二噻烷作为酰基阴离子等价物,具有高产率和优异的对映选择性。反应在克级规模下进行,相应的烷基化产物可以方便地转化为几种具有生物活性的产物。这项工作提供了一种利用亲电性羰基化合物作为钯催化烯丙基取代反应中亲核试剂的替代策略。

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