Synthesis of optically active hydroxyalkylbenzothiazepinones by ring transformation of 2‐alkylidenelactons with  o ‐aminothiophenol | Zendy

Otto Andreas | Zendy; Liebscher Jürgen | Zendy

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Synthesis of optically active hydroxyalkylbenzothiazepinones by ring transformation of 2‐alkylidenelactons with o ‐aminothiophenol

Author(s) -

Otto Andreas,

Liebscher Jürgen

Publication year - 2000

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.5570370436

Subject(s) - chemistry , optically active , ring (chemistry) , stereoselectivity , transformation (genetics) , adduct , stereochemistry , michael reaction , combinatorial chemistry , organic chemistry , catalysis , biochemistry , gene

A stereoselective synthesis of new optically active 3‐(hydroxyalkyl)‐2,3‐dihydro‐1,5‐benzothiazepin‐4‐ones 4 and 7 was achieved by Michael‐like addition of o ‐aminothiophenol to chiral α‐alkylidenelactons 1 and 5 followed by ring chain transformation of the resulting adducts 3 and 6.

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