The rapid cis-trans isomerization of α-anionic stilbene was regioselectively controlled by using flow microreactors, and its reaction with various electrophiles was conducted. The reaction time was precisely controlled within milliseconds to seconds at -50 °C to selectively give the cis- or trans-isomer in high yields. This synthetic method in flow was well-applied to synthesize precursors of commercial drug compound, (E)- and (Z)-tamoxifen with high regioselectivity and productivity.
Bibliographical noteFunding Information:
We gratefully acknowledge the support from the National Research Foundation (NRF) of Korea grant funded by the Korean government (Nos. 2020R1C1C1014408 and 2020R1I1A1A01067730).
© 2021 American Chemical Society.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry