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Regioselective Synthesis of alpha-Functional Stilbenes via Precise Control of Rapid cis-trans Isomerization in Flow
- Issue Date
- 16-Apr-2021
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.23, no.8, pp.2904 - 2910
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 23
- Number
- 8
- Start Page
- 2904
- End Page
- 2910
- ISSN
- 1523-7060
- Abstract
- The rapid cis-trans isomerization of alpha-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 degrees 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.
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