One‐Pot Tandem Approach to Spirocyclic Oxindoles Featuring Adjacent Spiro‐Stereocenters | Zendy

Liu YunLin | Zendy; Wang Xin | Zendy; Zhao YuLei | Zendy; Zhu Feng | Zendy; Zeng XingPing | Zendy; Chen Long | Zendy; Wang CuiHong | Zendy; Zhao XiaoLi | Zendy; Zhou Jian | Zendy

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One‐Pot Tandem Approach to Spirocyclic Oxindoles Featuring Adjacent Spiro‐Stereocenters

Author(s) -

Liu YunLin,

Wang Xin,

Zhao YuLei,

Zhu Feng,

Zeng XingPing,

Chen Long,

Wang CuiHong,

Zhao XiaoLi,

Zhou Jian

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201307250

Subject(s) - stereocenter , annulation , isatin , moiety , stereoselectivity , tandem , chemistry , stereochemistry , sequence (biology) , halogenation , enantioselective synthesis , combinatorial chemistry , catalysis , organic chemistry , biochemistry , materials science , composite material

All in a sequence : An organocatalyzed Morita–Baylis–Hillman (MBH)/bromination/[3+2] annulation sequence for highly stereoselective syntheses of bis(spirooxindole)s featuring adjacent spiro‐stereocenters is described. The key step is an unprecedented catalytic asymmetric [3+2] annulation of isatin‐derived MBH adducts, containing a tetrasubstituted alkene moiety, with isatins.

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