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Asymmetric α-Pentadienylation of Aldehydes with Cyclopropylacetylenes

Min-Song Wu, Zhi-Yong Han* and Liu-Zhu Gong*

*Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China, Email:,

M.-S. Wu, Z.-Y. Han, L.-Z. Gong, Org. Lett., 2021, 23, 636-641.

DOI: 10.1021/acs.orglett.0c03466

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Cooperative catalysis of a chiral Pd(0) catalyst and a chiral Brønsted acid enables an asymmetric regioselective asymmetric α-pentadienylation reaction of aldehydes with cyclopropylacetylene derivatives as pentadienylation reagents to afford. α-pentadienylated aldehydes in high yields and enantioselectivities as well as excellent E/Z ratios.

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proposed mechanism

Asymmetric α-Allylation of Aldehydes with Alkynes by Integrating Chiral Hydridopalladium and Enamine Catalysis

Y.-L. Su, L-L. Li, X.-L. Zhou, Z.-Y. Dai, P.-S. Wang, L.-Z. Gong, Org. Lett., 2018, 20, 2403-2406.

Key Words

1,3-dienes, allylation of carbonyl compounds

ID: J54-Y2021