Enantioselective Cascade Reaction of α‐Cyano Ketones and Isatylidene Malononitriles: Asymmetric Construction of Spiro[4 H ‐pyran‐oxindoles] | Zendy

Xie Jin | Zendy; Xing WeiLong | Zendy; Sha Feng | Zendy; Wu XinYan | Zendy

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Enantioselective Cascade Reaction of α‐Cyano Ketones and Isatylidene Malononitriles: Asymmetric Construction of Spiro[4 H ‐pyran‐oxindoles]

Author(s) -

Xie Jin,

Xing WeiLong,

Sha Feng,

Wu XinYan

Publication year - 2016

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201600432

Subject(s) - oxindole , chemistry , enantioselective synthesis , pyran , organocatalysis , catalysis , cascade , organic chemistry , combinatorial chemistry , chromatography

α‐Cyano ketones have been employed for the first time as Michael donors in the construction of chiral spiro compounds. By using only 2 mol‐% of a chiral multifunctional organocatalyst, chiral spiro[4 H ‐pyran‐oxindole] derivatives were prepared in yields of 97–99 % with enantioselectivities of 76–97 % ee . This method provides a new approach to the synthesis of chiral spirocyclic oxindoles.

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