形成卡宾插入到 C-C 键：铑（I）催化苯并环丁烯醇与重氮酯的反应。
Formal carbene insertion into C-C bond: Rh(I)-catalyzed reaction of benzocyclobutenols with diazoesters.
机构信息
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.
出版信息
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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