Are any non-stereospecific 1,3-dipolar cycloadditions known? A revision
Dedicated to Professor Hans Musso on the occasion of his 60th birthday
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Cited by (35)
Synthesis of fully substituted pyrazoles from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides: Via a [[3 + 3] - 1] pathway
2020, Organic and Biomolecular ChemistryThe concern of emergence of multi-station reaction pathways that might make stepwise the mechanism of the 1,3-dipolar cycloadditions of azides and alkynes
2018, Journal of Molecular StructureCitation Excerpt :These all are admirable, but what could become a concern, is that in the recent years, some reports have revealed about the stepwise-character of the mechanism of 1,3-DC reactions. It is clear that; if the mechanism of a catalyst-free 1,3-DC reaction switches from concerted to stepwise, intermediates would evolve, the reaction would become non-stereospecific, and unwanted stereoisomers could yield as consequences [3]. Unlike some rare examples, especially for the cases of some thiocarbonyl ylides [4–6], and a few nitrile oxides [7,8], the mechanism of the catalyst-free 1,3-DC reactions of most 1,3-dipoles especially azides, are not practically believed to be stepwise [9,10].
Nonstereospecific 1,3-dipolar cycloadditions - LUMO(dipole)-HOMO(dipolarophile) controlled reactions
1998, Tetrahedron Letters
- 1
Diploma Thesis R. Weinberger, University of Munich, January 1984.
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