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Short Syntheses of 4‐Deoxycarbazomycin B, Sorazolon E, and (+)‐Sorazolon E2
Author(s) -
Sako Makoto,
Ichinose Kazuya,
Takizawa Shinobu,
Sasai Hiroaki
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700471
Subject(s) - intramolecular force , enantioselective synthesis , cyclohexanone , aromatization , oxidative coupling of methane , chemistry , vanadium , condensation , oxidative phosphorylation , stereochemistry , medicinal chemistry , catalysis , combinatorial chemistry , organic chemistry , biochemistry , physics , thermodynamics
Short syntheses of 4‐deoxycarbazomycin B and sorazolon E were established through the condensation of cyclohexanone and commercially available 4‐methoxy‐2,3‐dimethylaniline, followed by Pd II ‐catalyzed dehydrogenative aromatization/intramolecular C−C bond coupling and deprotection. A chiral dinuclear vanadium complex ( R a ,S,S )‐ 6 mediated the enantioselective oxidative coupling of sorazolon E, affording (+)‐sorazolon E2 in good enantioselectivity.