Annulation of thioimidates and vinyl carbodiimides to prepare 2-aminopyrimidines, competent nucleophiles for intramolecular alkyne hydroamination. Synthesis of (-)-crambidine Journal Article

   

Authors:	Perl, N. R.; Ide, N. D.; Prajapati, S.; Perfect, H. H.; Durón, S. G.; Gin, D. Y.
Article Title:	Annulation of thioimidates and vinyl carbodiimides to prepare 2-aminopyrimidines, competent nucleophiles for intramolecular alkyne hydroamination. Synthesis of (-)-crambidine
Abstract:	(Chemical Presented) A convergent synthesis of (-)-crambidine is reported. The sequence capitalizes on two novel key transformations, including a [4+2] annulation of thioimidates with vinyl carbodiimides and an alkyne hydroamination employing 2-aminopyrimidine nucleophiles. Copyright © 2010 American Chemical Society.
Keywords:	unclassified drug; pyrimidines; alkylation; amination; pyrimidine derivative; vinyl derivative; synthesis; synthesis (chemical); stereoisomerism; spiro compounds; convergent synthesis; chemical bond; nucleophile; acetylene; alkynes; nucleophiles; 2-aminopyrimidine; 2-aminopyrimidines; carbodiimides; crambidine; hydroaminations; isomers; alkyne derivative; cyanamide; annulation reaction; guanidine; imidoesters
Journal Title:	Journal of the American Chemical Society
Volume:	132
Issue:	6
ISSN:	0002-7863
Publisher:	American Chemical Society
Date Published:	2010-01-01
Start Page:	1802
End Page:	1803
Language:	English
DOI:	10.1021/ja910831k
PUBMED:	20095555
PROVIDER:	scopus
PMCID:	PMC2839241
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-77249115235&partnerID=40&md5=6e2784b9dcf99cff0032806359312c61
Notes:	--- - "Cited By (since 1996): 5" - "Export Date: 20 April 2011" - "CODEN: JACSA" - "Source: Scopus"

https://synapse.mskcc.org/synapse/works/has_related_data_chk/4843