10.1021/acs.orglett.8b02427.s001
Naoyuki Shimada
Naoyuki
Shimada
Sari Urata
Sari
Urata
Kenji Fukuhara
Kenji
Fukuhara
Takao Tsuneda
Takao
Tsuneda
Kazuishi Makino
Kazuishi
Makino
2,6-Bis(trifluoromethyl)phenylboronic Esters as Protective
Groups for Diols: A Protection/Deprotection Protocol for Use under
Mild Conditions
American Chemical Society
2018
agent
anti-angiogenic activities
Ester
acid
Diol
methodology
Mild Conditions
application
Protection
enetriyne
deprotected
Bis
synthesis
diol
FXylB
bi
2 C 6 H 3
CF
cyclic boronic esters
FXyl
air-stable
Protective Groups
transformation
2018-09-18 20:15:20
Journal contribution
https://acs.figshare.com/articles/journal_contribution/2_6-Bis_trifluoromethyl_phenylboronic_Esters_as_Protective_Groups_for_Diols_A_Protection_Deprotection_Protocol_for_Use_under_Mild_Conditions/7100675
The application of
2,6-bis(trifluoromethyl)phenyl boronic acid
(<i>o</i>-FXylB(OH)<sub>2</sub>; <i>o</i>-FXyl
= 2,6-(CF<sub>3</sub>)<sub>2</sub>C<sub>6</sub>H<sub>3</sub>) as a
recoverable and reusable protective agent for diols is described.
The resulting cyclic boronic esters are water- and air-stable and
tolerant to various organic transformations. Moreover, they can be
deprotected under mild conditions. This methodology was applied to
the synthesis of a highly conjugated enetriyne natural product with
anti-angiogenic activities.