Remote Asymmetric Induction: Synthesis of C-Linked α-Galactoserine and Homoserine Derivatives by Electrophilic Amination

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DOIResolve DOI: http://doi.org/10.1016/S0040-4039(98)01295-7
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TypeArticle
Journal titleTetrahedron Letters
Volume39
Issue34
Pages61316134; # of pages: 4
AbstractA high diastereoselectivity (98%) for electrophilic amination of compound 9 using di-r-butyl azodicarboxyl ester as an electrophile was achieved. A similar reaction with compound 13 having achiral oxazolidinone was studied to examine 1,4-remote asymmetric induction. In the latter, a selectivity of 6.5:1 demonstrated the effect of a-galactosyl moiety, responsible for inducing the induction from the remote site
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
NRC number40877
NPARC number12327898
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Record identifierfa726549-04f3-4709-ac05-8eaf887c8361
Record created2009-09-10
Record modified2016-05-09
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