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The combination of asymmetric hydrogenation of olefins and direct reductive amination.

ABSTRACT: Asymmetric hydrogenation (AH) and direct reductive amination (DRA) are both efficient transformations frequently utilized in industry. Here we combine the asymmetric hydrogenation of prochiral olefins and direct reductive amination of aldehydes in one step using hydrogen gas as the common reductant and a rhodium-Segphos complex as the catalyst. With this strategy, the efficiency for the synthesis of the corresponding chiral amino compounds is significantly improved. The practical application of this synthetic approach is demonstrated by the facile synthesis of chiral 3-phenyltetrahydroquinoline and 3-benzylindoline compounds.

SUBMITTER: Yuan S

PROVIDER: S-EPMC6992772 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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The combination of asymmetric hydrogenation of olefins and direct reductive amination.

Yuan Shuai S Gao Guorui G Wang Lili L Liu Cungang C Wan Lei L Huang Haizhou H Geng Huiling H Chang Mingxin M

Nature communications 20200130 1

Asymmetric hydrogenation (AH) and direct reductive amination (DRA) are both efficient transformations frequently utilized in industry. Here we combine the asymmetric hydrogenation of prochiral olefins and direct reductive amination of aldehydes in one step using hydrogen gas as the common reductant and a rhodium-Segphos complex as the catalyst. With this strategy, the efficiency for the synthesis of the corresponding chiral amino compounds is significantly improved. The practical application of ...[more]

PMID: 32001706

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