Chemoselective Rearrangement Reactions of Sulfur Ylide Derived from Diazoquinones and Allyl/Propargyl Sulfides

2020 ◽  
Vol 22 (22) ◽  
pp. 9091-9096
Author(s):  
Sijia Yan ◽  
Junxin Rao ◽  
Cong-Ying Zhou
Keyword(s):  
Sulfur Ylide ◽  
Rearrangement Reactions

New and useful sulfur ylide: thetin anions

1970 ◽  
Vol 35 (5) ◽  
pp. 1600-1604 ◽  
Author(s):  
Jerome. Adams ◽  
Lee. Hoffman ◽  
Barry M. Trost
Keyword(s):  
Sulfur Ylide

Interaction of heterocycles and nucleophiles. II. Sigma complexes formed from methoxide ion and Methoxy-3,5-dinitropyridines in dimethyl sulphoxide

1970 ◽  
Vol 23 (5) ◽  
pp. 957 ◽  
Author(s):  
MEC Biffin ◽  
J Miller ◽  
AG Moritz ◽  
DB Paul
Keyword(s):  
Dimethyl Sulphoxide ◽  
No Conversion ◽  
Solvation Effects ◽  
Sigma Complexes ◽  
Sigma Complex ◽  
Methoxide Ion ◽  
Rearrangement Reactions

Contrasting behaviour is observed when 2- and 4-methoxy-3,5-dinitropyridine interact with methoxide ion in dimethyl sulphoxide. The 4-methoxy compound affords both methine and acetal sigma complexes, the latter being thermodynamically more stable. The interconversion is catalysed by methanol. Labelling experiments have established that the sigma complex from the 2-methoxypyridine is formed by addition at C6; no conversion into the acetal could be effected. These observations are rationalized in terms of differential steric and solvation effects. Demethylation and rearrangement reactions of 4-methoxy-3,5-dinitropyridine are reported.

scholarly journals Recent development and applications of semipinacol rearrangement reactions

2021 ◽  
Author(s):  
Xiao-Ming Zhang ◽  
Bao-Sheng Li ◽  
Shao-Hua Wang ◽  
Kun Zhang ◽  
Fu-Min Zhang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Quaternary Carbon ◽  
Carbon Formation ◽  
Semipinacol Rearrangement ◽  
Rearrangement Reactions

The recent development of semipinacol rearrangement is reviewed, highlighting its application in β-functionalized ketone synthesis, quaternary carbon formation and total synthesis.

Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

Synthesis ◽  
2019 ◽  
Vol 51 (23) ◽  
pp. 4348-4358 ◽  
Author(s):  
Fang Li ◽  
Feifei He ◽  
Rene M. Koenigs
Keyword(s):  
Visible Light ◽  
Sigmatropic Rearrangement ◽  
Tertiary Amines ◽  
Amino Esters ◽  
Catalyst Free ◽  
Rearrangement Reaction ◽  
Rearrangement Reactions ◽  
Free Ammonium

The rearrangement reaction of ammonium ylides furnishes valuable α,α-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).

ChemInform Abstract: Asymmetric Organocatalytic Rearrangement Reactions

ChemInform ◽  
2010 ◽  
Vol 41 (34) ◽  
pp. no-no
Author(s):  
Albert Moyano ◽  
Niama El-Hamdouni ◽  
Ahmed Atlamsani
Keyword(s):  
Rearrangement Reactions

Structure and rearrangement reactions of some diglycosylamines

1987 ◽  
Vol 164 ◽  
pp. 195-205 ◽  
Author(s):  
Kazimír Linek ◽  
Juraj Alföldi ◽  
Jacques Defaye
Keyword(s):  
Rearrangement Reactions

Rearrangement reactions of epoxides in the presence of 2-mercaptopyridine N-oxide sodium salt.

Tetrahedron ◽  
1993 ◽  
Vol 49 (18) ◽  
pp. 3841-3848 ◽  
Author(s):  
Christopher Lampard ◽  
John A. Murphy ◽  
Norman Lewis
Keyword(s):  
Sodium Salt ◽  
Rearrangement Reactions

ChemInform Abstract: Lewis Acid Mediated Elimination and Rearrangement Reactions of α-Chlorosulfides Derived from Phenylthio-Substituted 4,5-Dihydrofuran-3(2H)-ones.

ChemInform ◽  
2010 ◽  
Vol 31 (16) ◽  
pp. no-no
Author(s):  
Daniel G. McCarthy ◽  
Cornelius C. Collins ◽  
Joan P. O'Driscoll ◽  
Simon E. Lawrence
Keyword(s):  
Lewis Acid ◽  
Rearrangement Reactions
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