Journal ArticleDOI
Reactions of methoxycarbonylcarbene with 3-ethyl-2-phenyl- and 2,3-diphenyloxazolidines
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The reactions of methoxycarbonyl carbene, which was generated by catalytic thermal decomposition of methyl diazoacetate, with 3-ethyl-2-phenyl- or 2,3-diphenyloxazolidines resulted in the insertion of the former predominantly at the C-N bond of the oxazolidine ring to produce substituted esters of morpholine-3-carboxylic acid as mentioned in this paper.Abstract:
The reactions of methoxycarbonylcarbene, which was generated by catalytic thermal decomposition of methyl diazoacetate, with 3-ethyl-2-phenyl- or 2,3-diphenyloxazolidines resulted in the insertion of the former predominantly at the C—N bond of the oxazolidine ring to produce substituted esters of morpholine-3-carboxylic acid.read more
Citations
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Journal ArticleDOI
The methoxycarbonylcarbene insertion into 1,3-dithiolane and 1,3-oxathiolane rings
Alexander V. Stepakov,Alexander P. Molchanov,Jörg Magull,Denis Vidovic,Galina L. Starova,Jürgen Kopf,Rafael R. Kostikov +6 more
TL;DR: In this article, the synthesis of 1,3-dithiolanes with methyl diazoacetate in the presence of Rh 2 (OAc) 4 effects ring expansion.
Book ChapterDOI
3.20 Nitrogen- and Sulfur-Based Stevens and Related Rearrangements
TL;DR: A review of the recent advances in the field of [1,2]-Stevens, [2,3]Stevens and Sommelet-Hauser rearrangements of ammonium and sulfonium ylides can be found in this paper.
Journal ArticleDOI
One-Step Synthesis of Diaza Macrocycles by Rh(II)-Catalyzed [3 + 6 + 3 + 6] Condensations of Morpholines and α-Diazo-β-ketoesters.
TL;DR: Late-stage functionalization of oxonium ylides from morpholines and α-diazo-β-ketoesters and Mechanistic evidence for a novel diazo decomposition pathway is reported.
Journal ArticleDOI
Discovery of morpholine-based aryl sulfonamides as Nav1.7 inhibitors.
Yong-Jin Wu,Jason M. Guernon,Andrea McClure,Brian Lee Venables,Ramkumar Rajamani,Kevin J. Robbins,Ronald J. Knox,Michele Matchett,Rick L. Pieschl,James Herrington,Linda J. Bristow,Nicholas A. Meanwell,Richard E. Olson,Lorin A. Thompson,Carolyn Diane Dzierba +14 more
TL;DR: A series of morpholine-based aryl sulfonamides as isoform-selective Nav1.7 inhibitors are synthesised and the synthesis and SAR of these analogs are described.
Journal ArticleDOI
Reactions of Methoxycarbonylcarbene with 3‐Ethyl‐2‐phenyl‐ and 2,3‐Diphenyloxazolidines.
TL;DR: The reactions of methoxycarbonyl carbene, which was generated by catalytic thermal decomposition of methyl diazoacetate, with 3-ethyl-2-phenyl- or 2,3-diphenyloxazolidines resulted in the insertion of the former predominantly at the C-N bond of the oxazolidine ring to produce substituted esters of morpholine-3-carboxylic acid as discussed by the authors.
References
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Journal ArticleDOI
Reactions of Ethyl Diazoacetate with Aromatic Compounds Containing Hetero Atoms Attached to the Benzyl Carbon
C. David Gutsche,Manny Hillman +1 more
Journal ArticleDOI
Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions
TL;DR: In this paper, the behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents.
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