Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/32893
Title: The quinine thiourea-catalyzed asymmetric Strecker reaction : an approach for the synthesis of 3-aminooxindoles
Authors: Wang, D
Liang, J
Feng, J
Wang, K
Sun, Q
Zhao, L
Li, D
Yan, W
Wang, R
Keywords: 3-amino-3-cyanooxindoles
N-Boc-ketimines
Organocatalysis
Quaternary stereocenters
Strecker reaction
Issue Date: 2013
Publisher: Wiley-VCH
Source: Advanced synthesis & catalysis, 2013, v. 355, no. 2-3, p. 548-558 How to cite?
Journal: Advanced synthesis & catalysis 
Abstract: An organocatalytic enantioselective Strecker reaction for the synthesis of 3-amino-3-cyanooxindoles has been developed. Employing a quinine-derived thiourea catalyst, the nucleophilic addition of trimethylsilyl cyanide to N-Boc-ketimines affords 3-amino-3-canooxindoles in good to excellent yields (78-98%) and very good enantioselectivities (up to 94%). Furthermore, to the best of our knowledge, this method also represents the first enantioselective organocatalyzed Strecker reaction with N-Boc-ketimines as electrophiles.
URI: http://hdl.handle.net/10397/32893
ISSN: 1615-4150
EISSN: 1615-4169
DOI: 10.1002/adsc.201200630
Appears in Collections:Journal/Magazine Article

Access
View full-text via PolyU eLinks SFX Query
Show full item record

SCOPUSTM   
Citations

58
Last Week
0
Last month
1
Citations as of Oct 11, 2017

WEB OF SCIENCETM
Citations

59
Last Week
0
Last month
1
Citations as of Oct 16, 2017

Page view(s)

48
Last Week
2
Last month
Checked on Oct 16, 2017

Google ScholarTM

Check

Altmetric



Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.