Chemo‐ and Diastereoselective Construction of Indenopyrazolines  via  a Cascade aza‐Michael/Aldol Annulation of Huisgen Zwitterions with 2‐Arylideneindane‐1,3‐diones | Zendy

Li Yuming | Zendy; Zhang Haikun | Zendy; Wei Rong | Zendy; Miao Zhiwei | Zendy

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Chemo‐ and Diastereoselective Construction of Indenopyrazolines via a Cascade aza‐Michael/Aldol Annulation of Huisgen Zwitterions with 2‐Arylideneindane‐1,3‐diones

Author(s) -

Li Yuming,

Zhang Haikun,

Wei Rong,

Miao Zhiwei

Publication year - 2017

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.201701013

Subject(s) - annulation , stereocenter , chemistry , aldol reaction , michael reaction , cascade , cascade reaction , organocatalysis , combinatorial chemistry , stereochemistry , organic chemistry , enantioselective synthesis , catalysis , chromatography

A cascade aza‐Michael/Aldol annulation of 2‐arylideneindane‐1,3‐diones with in situ generated Huisgen zwitterions has been developed. This reaction afforded the desired products in moderate to good yields (up to 87%) with excellent chemo‐ and diastereoselectivity (up to 20:1). This strategy allows facile diastereoselective preparation of biologically important indenopyrazoline derivatives containing two contiguous chiral centers including a quaternary stereogenic center.

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