Selective ring-opening reaction of styrene oxide with lithium azide in the presence of cyclodextrins in aqueous media

1992 ◽  
Vol 3 (2) ◽  
pp. 247-250 ◽  
Author(s):  
Alain Guy ◽  
Joël Doussot ◽  
Robert Garreau ◽  
Annie Godefroy-Falguieres
Keyword(s):  
Ring Opening ◽  
Styrene Oxide ◽  
Aqueous Media ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

Selective Ring-opening Reaction of Epoxides with Sodium Borohydride in the Presence of Cyclodextrins in Aqueous Media

1990 ◽  
Vol 19 (5) ◽  
pp. 797-798 ◽  
Author(s):  
Ying Hu ◽  
Mitsunari Uno ◽  
Akira Harada ◽  
Shigetoshi Takahashi
Keyword(s):  
Sodium Borohydride ◽  
Ring Opening ◽  
Aqueous Media ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

C3-Allylation of Indoles via an Iridium-Catalyzed Branch-Selective Ring-Opening Reaction of Vinylcyclopropanes

Synthesis ◽  
2018 ◽  
Vol 51 (07) ◽  
pp. 1655-1661 ◽  
Author(s):  
Guang-Jian Mei ◽  
Feng Shi ◽  
Lei Yu ◽  
Zi-Qi Zhu ◽  
Meng Sun
Keyword(s):  
Ring Opening ◽  
Economic Approach ◽  
Whole Process ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

An iridium-catalyzed branch-selective ring-opening reaction of vinylcyclopropanes with indoles has been established, which afforded C3-allylindoles in generally good to excellent yields (up to 95%). Considering that no wastes were generated in the whole process and branch-selective ring-opening reaction of vinylcyclopropanes was rarely reported, this strategy not only can be regarded as a highly atom-economic approach for C3-allylindoles, but also will greatly enrich the chemistry of vinylcyclopropanes.

Ring Opening of 1,1’-sulfonyl bis-aziridines Derived from L-Amino Acids and DFT Study on their Affinity Toward Different Nucleophiles

2021 ◽  
Vol 18 ◽  
Author(s):  
Nawel Khettache ◽  
Mohamed Dehamchia ◽  
Sihem Hessainia ◽  
Tahar Abbaz ◽  
Zine Régaïnia
Keyword(s):  
Ring Opening ◽  
Density Functional ◽  
Theoretical Study ◽  
Sodium Ethoxide ◽  
Aziridine Ring ◽  
Functional Theory ◽  
Cyanide Anion ◽  
Anionic Nucleophiles ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

: We describe herein the ring-opening reaction of chiral 1,1’-sulfonyl bis-aziridines with various neutral and anionic nucleophiles, including benzylamine, piperidine, acetate, allyl thiolate, cyanide anion, and sodium ethoxide. These reactions afforded bis-opened or/and mono-opened compounds via a regioselective attack on the non-substituted methylene of aziridine ring. The structures of the products were confirmed based on spectral analysis (IR, 1H NMR, and 13C NMR). A theoretical study involving density functional theory (DFT) was used to rationalize the region-selective ring-opening of starting bis-aziridines.

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