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: | |
Notes: | --- - "Cited By (since 1996): 5" - "Export Date: 20 April 2011" - "CODEN: JACSA" - "Source: Scopus" |