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Synthesis of Enantiopure ( S , R , S )‐ and ( R , S , R )‐1,4,5,8,9,16‐Hexahydroxytetraphenylenes
Author(s) -
Wu AnHui,
Hau ChunKit,
Wong Henry N. C.
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600499
Subject(s) - enantiopure drug , chemistry , iodobenzene , stereochemistry , medicinal chemistry , organic chemistry , enantioselective synthesis , catalysis
Abstract 1,4,5,8,9,16‐Hexahydroxytetraphenylene ( 5 ) was synthesized by an iodobenzene diacetate‐mediated phenolic oxidation. Enantiopure forms of 1,4,5,8,9,16‐hexahydroxytetraphenylenes [( S , R , S )‐ 5 and ( R , S , R )] were successfully synthesized either by using ( S , S )‐and ( R , R )‐1,8,9,16‐tetramethoxytetraphenylenes [( S , S )‐ 7 and ( R , R )‐ 7 ] as starting materials or by direct resolution of 1,4,5,8,9,16‐hexahydroxytetraphenylene ( 5 ).