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One-pot synthesis of chiral alcohols from alkynes by CF3SO3H/ruthenium tandem catalysis.


ABSTRACT: A practical one-pot synthesis of chiral alcohols from readily available alkynes via tandem catalysis by the combination of CF3SO3H and a fluorinated chiral diamine Ru(ii) complex in aqueous CF3CH2OH is described. Very interestingly, the combination of fluorinated catalysts and solvent exhibits a positive fluorine effect on the reactivity and enantioselectivity. A range of chiral alcohols with wide functional group tolerance was obtained in high yield and excellent stereoselectivity under simple and mild conditions.

SUBMITTER: Liu H 

PROVIDER: S-EPMC9079948 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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One-pot synthesis of chiral alcohols from alkynes by CF<sub>3</sub>SO<sub>3</sub>H/ruthenium tandem catalysis.

Liu Huan H   Liu Sensheng S   Zhou Haifeng H   Liu Qixing Q   Wang Chunqin C  

RSC advances 20180419 27


A practical one-pot synthesis of chiral alcohols from readily available alkynes <i>via</i> tandem catalysis by the combination of CF<sub>3</sub>SO<sub>3</sub>H and a fluorinated chiral diamine Ru(ii) complex in aqueous CF<sub>3</sub>CH<sub>2</sub>OH is described. Very interestingly, the combination of fluorinated catalysts and solvent exhibits a positive fluorine effect on the reactivity and enantioselectivity. A range of chiral alcohols with wide functional group tolerance was obtained in high  ...[more]

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