Synthesis of 3,6-Dihydro-2H-1,2-oxazines via Dimethylsulfoxonium Methylide Addition to α,β-Unsaturated Nitrones

2020 ◽  
Vol 85 (17) ◽  
pp. 11258-11264 ◽  
Author(s):  
Megumi Hasegawa ◽  
Takuya Suga ◽  
Takahiro Soeta ◽  
Yutaka Ukaji
Keyword(s):  
Dimethylsulfoxonium Methylide

Stereospecific Consecutive Epoxide Ring Expansion with Dimethylsulfoxonium Methylide

2010 ◽  
Vol 75 (18) ◽  
pp. 6229-6235 ◽  
Author(s):  
Ekaterina D. Butova ◽  
Anastasiya V. Barabash ◽  
Anna A. Petrova ◽  
Christian M. Kleiner ◽  
Peter R. Schreiner ◽  
...  
Keyword(s):  
Ring Expansion ◽  
Epoxide Ring ◽  
Dimethylsulfoxonium Methylide

Well-defined 4-arm stars with hydroxy-terminated polyethylene, polyethylene-b-polycaprolactone and polyethylene-b-(polymethyl methacrylate)2 arms

2016 ◽  
Vol 7 (35) ◽  
pp. 5507-5511 ◽  
Author(s):  
Zhen Zhang ◽  
Yves Gnanou ◽  
Nikos Hadjichristidis
Keyword(s):  
Polymethyl Methacrylate ◽  
Dimethylsulfoxonium Methylide

Bis-boron-thexyl-silaboracycle was used to initiate the polyhomologation of dimethylsulfoxonium methylide to afford well-defined hydroxy-terminated 4-arm polyethylene (PE) stars, which served as precursors for the synthesis of PE-based starblock copolymers.

Stereoselective Cyclopropanation of (–)-Levoglucosenone Derivatives Using Sulfonium and Sulfoxonium Ylides

Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2652-2662 ◽  
Author(s):  
Edward Ledingham ◽  
Christopher Merritt ◽  
Christopher Sumby ◽  
Michelle Taylor ◽  
Ben Greatrex
Keyword(s):  
Reaction Times ◽  
Dimethylsulfoxonium Methylide ◽  
Sulfonium Ylides ◽  
Cyclopropane Derivatives ◽  
Villiger Oxidation

The synthesis of tri- and tetrasubstituted cyclopropanes from 3-aryl-substituted levoglucosenones (LGO) has been developed. In contrast to the unstabilised ylide dimethylsulfonium methylide which gives epoxides from LGO via 1,2-addition, we have found that the soft nucleophile dimethylsulfoxonium methylide affords cyclopropanes in moderate yields from LGO and in excellent yields and stereoselectivity with 3-aryl LGO derivatives. The use of 1,1,3,3-tetramethylguanidine as base in DMSO to generate the ylide provided the best yields and shortest reaction times. Ester stabilised sulfonium ylides could also be used to generate tetrasubstituted cyclopropane derivatives. One of the products was converted into a cyclopropyl lactone via Baeyer–Villiger oxidation to demonstrate the utility of applying cyclopropanation chemistry to LGO.

Interaction of dimethylsulfoxonium methylide with 5-allyl-2,3,5-trichloro-4,4-dimethoxycyclopent-2-en-1-one

1996 ◽  
Vol 45 (12) ◽  
pp. 2810-2812 ◽  
Author(s):  
N. A. Ivanova ◽  
A. M. Shainurova ◽  
I. I. Furlei ◽  
M. S. Miftakhov
Keyword(s):  
Dimethylsulfoxonium Methylide

The dimethylsulfoxonium methylide as unique reagent for the simultaneous deprotection of amino and carboxyl function of N-Fmoc-α-amino acid and N-Fmoc-peptide esters

Tetrahedron ◽  
2013 ◽  
Vol 69 (8) ◽  
pp. 2010-2016 ◽  
Author(s):  
Mariagiovanna Spinella ◽  
Rosaria De Marco ◽  
Emilia L. Belsito ◽  
Antonella Leggio ◽  
Angelo Liguori
Keyword(s):  
Amino Acid ◽  
Peptide Esters ◽  
Dimethylsulfoxonium Methylide

Twenty-five years of dimethylsulfoxonium methylide (Corey's reagent)

Tetrahedron ◽  
1987 ◽  
Vol 43 (18) ◽  
pp. 4057 ◽  
Author(s):  
Yu.G. Gololobov ◽  
A.N. Nesmeyanov ◽  
V.P. Lysenko ◽  
I.E. Boldeskul
Keyword(s):  
Dimethylsulfoxonium Methylide
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