Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst

Hai Xiao He; Da Ming Du

doi:10.1016/j.tetasy.2014.03.010

Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst

Hai Xiao He
, Da Ming Du^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

Highly enantioselective Mannich reactions of imines bearing a benzothiazole moiety with tert-butyl acetoacetate, catalyzed by a cinchona-based squaramide organocatalyst have been developed. The corresponding benzothiazole β-keto ester derivatives were obtained in high yields (up to 99%) and with excellent enantioselectivities (up to 98% ee).

Original language	English
Pages (from-to)	637-643
Number of pages	7
Journal	Tetrahedron Asymmetry
Volume	25
Issue number	8
DOIs	https://doi.org/10.1016/j.tetasy.2014.03.010
Publication status	Published - 30 Apr 2014

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10.1016/j.tetasy.2014.03.010

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title = "Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst",

abstract = "Highly enantioselective Mannich reactions of imines bearing a benzothiazole moiety with tert-butyl acetoacetate, catalyzed by a cinchona-based squaramide organocatalyst have been developed. The corresponding benzothiazole β-keto ester derivatives were obtained in high yields (up to 99\%) and with excellent enantioselectivities (up to 98\% ee).",

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AU - He, Hai Xiao

AU - Du, Da Ming

PY - 2014/4/30

Y1 - 2014/4/30

N2 - Highly enantioselective Mannich reactions of imines bearing a benzothiazole moiety with tert-butyl acetoacetate, catalyzed by a cinchona-based squaramide organocatalyst have been developed. The corresponding benzothiazole β-keto ester derivatives were obtained in high yields (up to 99%) and with excellent enantioselectivities (up to 98% ee).

AB - Highly enantioselective Mannich reactions of imines bearing a benzothiazole moiety with tert-butyl acetoacetate, catalyzed by a cinchona-based squaramide organocatalyst have been developed. The corresponding benzothiazole β-keto ester derivatives were obtained in high yields (up to 99%) and with excellent enantioselectivities (up to 98% ee).

UR - https://www.scopus.com/pages/publications/84899892031

U2 - 10.1016/j.tetasy.2014.03.010

DO - 10.1016/j.tetasy.2014.03.010

M3 - Article

AN - SCOPUS:84899892031

SN - 0957-4166

VL - 25

SP - 637

EP - 643

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 8

ER -

Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst

Abstract

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