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Carbocation rearrangements can involve three-membered ring intermediates
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SUPPORTED
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Reference literature documents that certain chemical transformations and rearrangements involve three-membered ring intermediates during reaction pathways.

Evidence for · 2
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α-halosulfones in the Ramberg–Bäcklund reaction, via a three-membered ring sulfone intermediate. cis alkenes can be manufactured from trans alkenes through oxidation In organic chemistry, an alkene, or olefin, is a hydrocarbon containing one or more carbon–carbon double bonds. The double bond may be internal or at the terminal position. Terminal alkenes are also known as α-olefins. The International Union of Pure and Applied Chemistry (IUPAC) recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc. The Hofmann elimination is unusual in that the less substituted (non-Zaitsev) alkene is usually the major product. Alkenes are generated from α-halosulfones in the Ramberg–Bäcklund reaction, via a three-membered ring sulfone intermediate. cis alkenes can be manufactured from trans alkenes through oxidation to the (anti) bromohydrin and then treatment with selenocyanate anion. After the anion displaces bromide with inversion of configuration, the resulting compound rearranges and eliminates cyanate and selenium through cyclic intermediates.
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rails:sufficiency:supported:single_source:for=1+1p:against=0+0p | v55:sufficiency

More for · 1
2024 · cited by 0
The question of whether rare 10,11- seco -lathyranes are natural products or artifacts is thoughtfully considered after a Brønsted acid-mediated chemical conversion of naturally abundant 5/11/3 lathyrane type diterpenes into 10,11- seco -lathyranes was developed. Benefiting from this concise route, a series of 10,11- seco -lathyrane products ( 1 - 14 ) were smoothly synthesized. The conversion may involve an acid promoted cyclopropane ring opening accompanied by a double bond shift with final trapping of carbocation. The ease of this chemical conversion under mildly acidic conditions may imply
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  1. Alkenereferenceno side taken
  2. Brønsted Acid-Mediated Conversion of Naturally Abundant Lathyrane Diterpenes: Are Rare 10,11- seco -Lathyrane Diterpenes Artifacts?peer-reviewedno side taken
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first checked04 Aug 2026
judged → SUPPORTED · 8304 Aug 2026
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