Catalytic asymmetric synthesis of spirooxindoles: recent developments

Chemical Communications : Chem Comm
Guang-Jian Mei, Feng Shi

Abstract

Chiral spirooxindoles are privileged heterocyclic motifs, which are widely found in natural alkaloids and pharmaceuticals. Moreover, the construction of chiral spiro-cyclic frameworks is a long-lasting challenge in organic synthesis. The past four years have witnessed significant developments in this field, and this feature article outlines the recent progress in the catalytic asymmetric synthesis of spirooxindoles, including the contributions of our group. The catalytic asymmetric construction of spirooxindoles has greatly benefited from the utilization of oxindole derivatives as starting materials, including isatin derivatives, methyleneindolinones, indolin-2-one derivatives and isatin-derived 3-indolylmethanols. This article is divided into sections according to the size and type of the generated spiro-ring fused at the C3-position of the oxindole core (from three-membered to seven-membered spiro-rings), and representative examples are given with illustrations. In addition, the enantioselective construction of bispirooxindole frameworks is also discussed in the last section.

References

Mar 6, 2010·Organic & Biomolecular Chemistry·Alessandro PalmieriRafik R Shaikh
Jun 28, 2011·Accounts of Chemical Research·XiaoHua LiuXiaoMing Feng
May 15, 2012·Organic & Biomolecular Chemistry·Nicolas R Ball-JonesAnnaliese K Franz
Sep 7, 2012·Chemical Reviews·Girija S Singh, Zelalem Y Desta
Dec 4, 2013·Organic & Biomolecular Chemistry·Dhevalapally B RamacharyR Madhavachary
Dec 7, 2013·Chemical Communications : Chem Comm·Jianfeng ZhengXiaoming Feng
Feb 28, 2014·Angewandte Chemie·Francesco Manoni, Stephen J Connon
Apr 16, 2014·The Journal of Organic Chemistry·Amina BoucherifWen-Jing Xiao
May 21, 2014·Organic & Biomolecular Chemistry·Xiao-Fei HuangXing-Wang Wang
Jun 11, 2014·Organic & Biomolecular Chemistry·Long ChenJian Zhou
Jul 6, 2014·European Journal of Medicinal Chemistry·Bin YuHong-Min Liu

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Citations

Feb 16, 2019·Organic & Biomolecular Chemistry·Yanling JiWei Huang
Feb 29, 2020·Expert Opinion on Drug Discovery·Li-Ming ZhouGuang-Fu Yang
Apr 25, 2020·Molecular Diversity·Aslı Türeİlkay Küçükgüzel
Jun 27, 2019·Organic & Biomolecular Chemistry·Megha BalhaSubhas Chandra Pan
Sep 4, 2019·Chemical Communications : Chem Comm·Guangkuo ZengZhiyong Jiang
Oct 13, 2020·Organic & Biomolecular Chemistry·Akash P SaklaNagula Shankaraiah
Dec 10, 2020·Organic & Biomolecular Chemistry·Manish K JaiswalRavi P Singh
Jan 23, 2021·Chemical Communications : Chem Comm·Basavaraja DSasidhar B Somappa
Feb 19, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Pedro BrandãoAnthony J Burke
Mar 9, 2021·Chemical Communications : Chem Comm·Jindian DuanKai Guo

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