Premium
N‐Heterocyclic Carbene‐Catalyzed Benzoin Strategy for Divergent Synthesis of Cyclitol Derivatives from Alditols
Author(s) -
Kang Bubwoong,
Sutou Toshiaki,
Wang Yinli,
Kuwano Satoru,
Yamaoka Yousuke,
Takasu Kiyosei,
Yamada Kenichi
Publication year - 2015
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.201400712
Subject(s) - cyclitol , chemistry , benzoin , carbene , catalysis , organic chemistry , stereochemistry , biochemistry , receptor , inositol
A divergent synthesis of cyclitol derivatives has been developed utilizing an N‐heterocyclic carbene‐catalyzed benzoin‐type cyclization of C 2 ‐symmetrical dialdoses. The resulting inososes are versatile intermediates, which are readily converted into not only inositols but also amino‐, deoxy‐, O ‐methyl‐ and C ‐methyl‐inositols.