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Gold-Catalyzed Synthesis of Chiral Cyclopentadienyl Esters via Chirality Transfer
期刊文章

Gold-Catalyzed Synthesis of Chiral Cyclopentadienyl Esters via Chirality Transfer

Ke Zhao, Yu-Chen Hsu, Ziguang Yang, Rai-Shung LiuLiming Zhang
Organic letters, 卷.22(16), 頁碼.6500-6504
08/2020
PMID: 32806155

摘要

Biochemistry Physical and Theoretical Chemistry Organic Chemistry
Efficient access to chiral cyclopentadienyl esters from readily accessible chiral enynyl ester substrates is developed. Typically high levels of chirality transfer realized in this homogeneous gold catalysis are attributed to the intermediacy of a chiral bent allene gold complex. Cyclopentadienyl esters can be prepared in good yields and with excellent enantiomeric excesses. The synthetic utilities of the chiral cyclopentadienyl esters are demonstrated by the Diels-Alder reactions, fluorination, alkylation, and epoxidation without any notable erosion of enantiopurity.

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