Synthesis of thiourea-oxazolines, a new class of chiral S,N-Heterobidentate ligands: Application in Pd-catalyzed asymmetric bis(methoxycarbonylation) of terminal olefins
Synthesis of thiourea-oxazolines, a new class of chiral S,N-Heterobidentate ligands: Application in Pd-catalyzed asymmetric bis(methoxycarbonylation) of terminal olefins
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一类新型手性S,N-杂二齿配体硫脲-恶唑啉的合成：在Pd催化末端烯烃不对称双（甲氧基羰基化）中的应用
DOI：
10.1021/om700311x
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发表时间：
2007-09-10
期刊：
影响因子：
2.8
通讯作者：
Yang, Zhen
中科院分区：
文献类型：
--
作者：
Liang, Bo;Liu, Jing;Yang, Zhen
合成了一种新的手性S，N-异双齿硫脲-恶唑啉配体，并分离得到两种阻转异构体（4a，4 b）。该配体用于钯催化的末端烯烃的对映选择性双（烷氧基羰基化）反应中，在温和的条件下，得到高产率和适度的ee值，表明此类配体用于钯催化的羰基化反应的潜力。4a和4a和4 b的PdCl_2配合物的分子结构已通过单晶X-射线衍射测定。在这两种配合物中，配体均表现出双齿S，N键合模式。
A new chiral S,N-heterobidentate thiourea- oxazoline ligand was synthesized and isolated as two atropoisomers (4a, 4b). The ligands were employed in Pd-catalyzed enantioselective bis(alkoxycarbonylation)s of terminal olefins under mild conditions, giving high yields and modest ee values, demonstrating the potential of such ligands for use in Pd-catalyzed carbonylative reactions. Molecular structures of 4a and of the PdCl2 complexes of 4a and 4b have been determined by single-crystal X-ray diffraction. In both complexes, the ligands exhibit a bidentate S,N bonding mode.