First asymmetric synthesis of 3‐alkoxycarbonyl‐2‐amino‐4‐aryl‐4 H ‐naphtho[1,2‐ b ]pyrans | Zendy

Martín Nazario | Zendy; MartínezGrau Angeles | Zendy; Seoane Carlos | Zendy; Marco José L. | Zendy; Albert Armando | Zendy; Cano Félix H. | Zendy

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First asymmetric synthesis of 3‐alkoxycarbonyl‐2‐amino‐4‐aryl‐4 H ‐naphtho[1,2‐ b ]pyrans

Author(s) -

Martín Nazario,

MartínezGrau Angeles,

Seoane Carlos,

Marco José L.,

Albert Armando,

Cano Félix H.

Publication year - 1996

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570330105

Subject(s) - chemistry , diastereomer , pyran , conjugate , aryl , stereochemistry , enantioselective synthesis , michael reaction , absolute configuration , organic chemistry , catalysis , mathematical analysis , alkyl , mathematics

The first asymmetric synthesis of 3‐alkoxycarbonyl‐2‐amino‐4‐aryl‐4 H ‐naphtho[1,2‐ b ]pyrans, by Michael addition of 1‐naphthol to chirally modified arylidenecyanoacetates 6 and 7 , is described. Good yields and low diastereomeric excesses have been obtained in the 1,4‐conjugate additions. The absolute stereochemistry at C‐4 in major isomers of pyrans 8 and 9 has been assigned as 5 by X‐ray analysis of major pyran 8 .

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