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Protecting‐group‐free palladium‐catalyzed hydroxylation , C–O and C–N coupling of chiral 6‐bromo‐ and 6,6’‐dibromo‐ 1,1’‐binaphthols
Author(s) -
Dong Junyu,
Li Tianbin,
Dai Chuan,
Weng Wen,
Xue Xinghua,
Zhang Yuyu,
Zeng Qingle
Publication year - 2013
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.2982
Subject(s) - chemistry , palladium , hydroxylation , protecting group , catalysis , combinatorial chemistry , group (periodic table) , functional group , stereochemistry , organic chemistry , enzyme , alkyl , polymer
A straightforward, protecting‐group‐free protocol for the synthesis of chiral 6‐substituted and 6,6’‐disubstituted binols (binol = 1,1’‐bi‐2‐naphthol) by palladium‐catalyzed hydroxylation , C–N and C–O coupling of chiral 6‐bromo‐ and 6,6’ ‐dibromo‐1,1’‐binaphthols is developed. The protecting group free palladium‐catalyzed hydroxylation , C–O and C–N cross‐coupling protocol affords a straightforward and general method for the synthesis of chiral 6‐substituted and 6,6’‐disubstituted binols with good yields, avoiding the tedious procedures of introduction and removal of protecting groups . Copyright © 2013 John Wiley & Sons, Ltd.