N‐Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin‐Derived Enals and Cyclic N‐Sulfonyl Ketimines | Zendy

Liu Qiang | Zendy; Chen XiangYu | Zendy; Li Sun | Zendy; Rissanen Kari | Zendy; Enders Dieter | Zendy

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N‐Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin‐Derived Enals and Cyclic N‐Sulfonyl Ketimines

Author(s) -

Liu Qiang,

Chen XiangYu,

Li Sun,

Rissanen Kari,

Enders Dieter

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201900065

Subject(s) - isatin , chemistry , stereocenter , enantioselective synthesis , annulation , catalysis , carbene , sulfonyl , enantiomer , organocatalysis , organic chemistry , stereochemistry , combinatorial chemistry , alkyl

A convenient enantioselective route to new types of pentacyclic spirooxindoles via [3+3] annulation reactions of isatin‐derived enals and cyclic N‐sulfonyl ketimines, using N‐heterocyclic carbene (NHC) catalysis has been developed. The new protocol leads to pentacyclic spirooxindoles bearing a quaternary spiro‐stereocenter in good yields and good to high enantiomeric ratios.

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