Asymmetric Catalytic Meerwein–Ponndorf–Verley
Reduction of Ketones with Aluminum(III)-VANOL Catalysts
Posted on 2020-06-17 - 22:30
We
report herein an efficient aluminum-catalyzed asymmetric MPV
reduction of ketones with broad substrate scope and excellent yields
and enantiomeric inductions. A variety of aromatic (both electron-poor
and electron-rich) and aliphatic ketones were converted to chiral
alcohols in good yields with high enantioselectivities (26 examples,
70–98% yield and 82–99% ee). This method operates under
mild conditions (−10 °C) and low catalyst loading (1–5
mol %). Furthermore, this process is catalyzed by the earth-abundant
main-group element aluminum and employs 2-propanol as the hydride
source.
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Zheng, Li; Yin, Xiaopeng; Mohammadlou, Aliakbar; Sullivan, Ryan P.; Guan, Yong; Staples, Richard; et al. (2020). Asymmetric Catalytic Meerwein–Ponndorf–Verley
Reduction of Ketones with Aluminum(III)-VANOL Catalysts. ACS Publications. Collection. https://doi.org/10.1021/acscatal.0c01734
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AUTHORS (7)
LZ
Li Zheng
XY
Xiaopeng Yin
AM
Aliakbar Mohammadlou
RS
Ryan P. Sullivan
YG
Yong Guan
RS
Richard Staples
WW
William D. Wulff