Enantioselective Rhodium-Catalyzed Cycloisomerization of 1,6-Allenynes to access 5/6-Fused Bicycle[4.3.0]nonadienes

Xu Deng; Li-Yang Shi; Jialing Lan; Yu-Qing Guan; Xiaoyong Zhang; Hui Lv; Lung Wa Chung; Xumu Zhang

doi:10.1038/s41467-019-08900-z

Nature Communications (Feb 2019)

Enantioselective Rhodium-Catalyzed Cycloisomerization of 1,6-Allenynes to access 5/6-Fused Bicycle[4.3.0]nonadienes

Xu Deng,
Li-Yang Shi,
Jialing Lan,
Yu-Qing Guan,
Xiaoyong Zhang,
Hui Lv,
Lung Wa Chung,
Xumu Zhang

Affiliations

Xu Deng: Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology
Li-Yang Shi: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, Wuhan University
Jialing Lan: Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology
Yu-Qing Guan: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, Wuhan University
Xiaoyong Zhang: Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology
Hui Lv: Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, Wuhan University
Lung Wa Chung: Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology
Xumu Zhang: Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology

DOI: https://doi.org/10.1038/s41467-019-08900-z
Journal volume & issue: Vol. 10, no. 1
pp. 1 – 10

Abstract

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Cycloisomerization of 1,n-allenynes allows to efficiently assembly polycyclic skeletons, however its asymmetric variant remains elusive. Here, the authors report the enantioselective Rh(I)-catalyzed cycloisomerization of 1,6-allenynes and disclose an uncommon 5-exo-dig pathway via DFT calculations.

Published in Nature Communications

ISSN: 2041-1723 (Online)
Publisher: Nature Portfolio
Country of publisher: United Kingdom
LCC subjects: Science
Website: https://www.nature.com/ncomms/

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