Enantioselective indium(I)-catalyzed [4 + 2] annulation of alkoxyallenes and β,γ-unsaturated α-keto esters

Sujia Li; Jian Lv; Sanzhong Luo

doi:10.1039/C8QO00319J

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Enantioselective indium(i)-catalyzed [4 + 2] annulation of alkoxyallenes and β,γ-unsaturated α-keto esters†

Sujia Li,^ab Jian Lv*^ab and Sanzhong Luo

*^abc

Author affiliations

* Corresponding authors

^a Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
E-mail: lvjian@iccas.ac.cn, luosz@iccas.ac.cn

^b University of Chinese Academy of Sciences, Beijing 100049, China

^c Center for Basic Molecular Science, Department of Chemistry, Tsinghua University, Beijing 100084, China

Abstract

An indium(I)–chiral phosphoric acid complex was found to catalyze the enantioselective [4 + 2] annulation reaction of β,γ-unsaturated α-keto esters with alkoxyallenes, affording cyclic O,O-acetals in good yields and with high regio- and stereo-selectivities.

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Article information

DOI: https://doi.org/10.1039/C8QO00319J
Article type: Research Article
Submitted: 27 mar 2018
Accepted: 06 apr 2018
First published: 09 apr 2018

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Org. Chem. Front., 2018,5, 1787-1791

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Enantioselective indium(I)-catalyzed [4 + 2] annulation of alkoxyallenes and β,γ-unsaturated α-keto esters

S. Li, J. Lv and S. Luo, Org. Chem. Front., 2018, 5, 1787 DOI: 10.1039/C8QO00319J

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Organic Chemistry Frontiers

Enantioselective indium(i)-catalyzed [4 + 2] annulation of alkoxyallenes and β,γ-unsaturated α-keto esters†

Abstract

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Enantioselective indium(I)-catalyzed [4 + 2] annulation of alkoxyallenes and β,γ-unsaturated α-keto esters

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