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

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

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.


Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2652-2662 ◽  
Author(s):  
Edward Ledingham ◽  
Christopher Merritt ◽  
Christopher Sumby ◽  
Michelle Taylor ◽  
Ben Greatrex

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.


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

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

Sign in / Sign up

Export Citation Format

Share Document