Organocatalytic enantioselective Strecker reaction of cyclic trifluoromethyl-ketoimines

Hexin Xie; Aiguo Song; Xixi Song; Xinshuai Zhang; Wei Wang

doi:10.1016/j.tetlet.2012.12.119

Organocatalytic enantioselective Strecker reaction of cyclic trifluoromethyl-ketoimines

Hexin Xie
, Aiguo Song
, Xixi Song
, Xinshuai Zhang
, Wei Wang

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

29 Scopus citations

Abstract

A quinine thiourea promoted enantioselective Strecker reaction of cyclic ketoimines with TMSCN has been developed. The process affords new enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.

Original language	English (US)
Pages (from-to)	1409-1411
Number of pages	3
Journal	Tetrahedron Letters
Volume	54
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2012.12.119
State	Published - Mar 13 2013
Externally published	Yes

Keywords

Amine thiourea
Ketoimines
Organocatalysis
Strecker reaction

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2012.12.119

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title = "Organocatalytic enantioselective Strecker reaction of cyclic trifluoromethyl-ketoimines",

abstract = "A quinine thiourea promoted enantioselective Strecker reaction of cyclic ketoimines with TMSCN has been developed. The process affords new enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.",

keywords = "Amine thiourea, Ketoimines, Organocatalysis, Strecker reaction",

author = "Hexin Xie and Aiguo Song and Xixi Song and Xinshuai Zhang and Wei Wang",

note = "Funding Information: Financial support of this research is provided by the National Science foundation ( CHE-1057569 ), the China 111 Project (Grant B07023 ) and East China University of Science \& Technology. We also acknowledge the NSF for providing support of NMR facilities at UNM (NSF grants 0840523 and 0946690 ). ",

year = "2013",

month = mar,

day = "13",

doi = "10.1016/j.tetlet.2012.12.119",

language = "English (US)",

volume = "54",

pages = "1409--1411",

journal = "Tetrahedron Letters",

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T1 - Organocatalytic enantioselective Strecker reaction of cyclic trifluoromethyl-ketoimines

AU - Xie, Hexin

AU - Song, Aiguo

AU - Song, Xixi

AU - Zhang, Xinshuai

AU - Wang, Wei

N1 - Funding Information: Financial support of this research is provided by the National Science foundation ( CHE-1057569 ), the China 111 Project (Grant B07023 ) and East China University of Science & Technology. We also acknowledge the NSF for providing support of NMR facilities at UNM (NSF grants 0840523 and 0946690 ).

PY - 2013/3/13

Y1 - 2013/3/13

N2 - A quinine thiourea promoted enantioselective Strecker reaction of cyclic ketoimines with TMSCN has been developed. The process affords new enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.

AB - A quinine thiourea promoted enantioselective Strecker reaction of cyclic ketoimines with TMSCN has been developed. The process affords new enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.

KW - Amine thiourea

KW - Ketoimines

KW - Organocatalysis

KW - Strecker reaction

UR - https://www.scopus.com/pages/publications/84874933247

UR - https://www.scopus.com/pages/publications/84874933247#tab=citedBy

U2 - 10.1016/j.tetlet.2012.12.119

DO - 10.1016/j.tetlet.2012.12.119

M3 - Article

AN - SCOPUS:84874933247

SN - 0040-4039

VL - 54

SP - 1409

EP - 1411

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Organocatalytic enantioselective Strecker reaction of cyclic trifluoromethyl-ketoimines

Abstract

Keywords

ASJC Scopus subject areas

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