Catalytic Enantioselective Alkynylation of Tetrahydroisoquinoline-Based N-Acyl Hemiaminals

Shutao Sun; Lei Liu

doi:10.1055/s-0035-1561421

Synthesis, Table of Contents

Synthesis 2016; 48(16): 2627-2636
DOI: 10.1055/s-0035-1561421

special topic

Catalytic Enantioselective Alkynylation of Tetrahydroisoquinoline-Based N-Acyl Hemiaminals

Shutao Sun

^aSchool of Pharmaceutical Sciences, Shandong University, Jinan 250012, P. R. of China

,

Lei Liu*

^aSchool of Pharmaceutical Sciences, Shandong University, Jinan 250012, P. R. of China

^bKey Lab for Colloid and Interface Chemistry of Education Ministry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. of China Email: leiliu@sdu.edu.cn

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Abstract

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Abstract

A highly enantioselective catalytic alkynylation of tetrahydroisoquinoline-based N-acyl hemiaminals has been developed. The method is simple and exhibits a broad scope with respect to both heterocycles and terminal alkynes, thus allowing for facile construction of a variety of enantiopure α-substituted tetrahydroisoquinolines.

Key words

asymmetric catalysis - alkynylation - N-acyl hemiaminals - tetrahydroisoquinolines - dihydroisoquinolines

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References

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