铑催化的不对称一锅法酯交换反应和[2 + 2 + 2]环加成反应合成对映体富集的3,3-二取代苯酞。
Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides.
作者信息
Tanaka Ken, Osaka Takuya, Noguchi Keiichi, Hirano Masao
机构信息
Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan.
出版信息
Org Lett. 2007 Mar 29;9(7):1307-10. doi: 10.1021/ol070179j. Epub 2007 Mar 6.
[structure: see text]. We have developed a cationic rhodium(I)/Solphos complex-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition of 1,6-diyne esters with tertiary propargylic alcohols leading to enantioenriched tricyclic 3,3-disubstituted phthalides. The present method represents a versatile new route to the synthesis of enantioenriched tricyclic 3,3-disubstituted phthalides in view of the easy access to both coupling partners.
[结构：见正文]。我们已经开发出一种阳离子铑（I）/Solphos配合物催化的1,6-二炔酯与叔炔丙醇的不对称一锅法酯交换反应和[2 + 2 + 2]环加成反应，生成对映体富集的三环3,3-二取代苯酞。鉴于两种偶联试剂都易于获得，本方法为合成对映体富集的三环3,3-二取代苯酞提供了一条通用的新途径。
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