Premium
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.