Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.
J Am Chem Soc. 2014 Feb 26;136(8):3013-5. doi: 10.1021/ja500118w. Epub 2014 Feb 12.
A Rh(I)-catalyzed formal carbene insertion into C-C bond of benzocyclobutenols has been realized by employing diazoesters as carbene precursors. The product indanol derivatives were obtained in good yields and in diastereoselective manner under mild reaction conditions. All-carbon quaternary center is constructed at the carbenic carbon. This catalytic reaction involves selective cleavage of C-C bond, Rh(I) carbene insertion, and intramolecular aldol reaction.
通过使用重氮酯作为卡宾前体，实现了 Rh(I)催化的苯并环丁烯醇 C-C 键的形式卡宾插入反应。在温和的反应条件下，以良好的收率和非对映选择性得到了吲哚醇衍生物。在碳性碳原子上构建了全碳季碳中心。该催化反应涉及 C-C 键的选择性断裂、Rh(I)卡宾插入和分子内羟醛反应。
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