Hetero Diels-Alder Reaction and Ene Reaction of Acylnitroso Species in situ Generated by Hypoiodite Catalysis

2018 ◽  
Vol 2018 (45) ◽  
pp. 6199-6203 ◽  
Author(s):  
Saki Uraoka ◽  
Ikumi Shinohara ◽  
Hisato Shimizu ◽  
Keiichi Noguchi ◽  
Akira Yoshimura ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Ene Reaction ◽  
Diels Alder Reaction

scholarly journals Cover Feature: Hetero Diels-Alder Reaction and Ene Reaction of Acylnitroso Species in situ Generated by Hypoiodite Catalysis (Eur. J. Org. Chem. 45/2018)

2018 ◽  
Vol 2018 (45) ◽  
pp. 6192-6192
Author(s):  
Saki Uraoka ◽  
Ikumi Shinohara ◽  
Hisato Shimizu ◽  
Keiichi Noguchi ◽  
Akira Yoshimura ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Ene Reaction ◽  
Diels Alder Reaction

Organocatalytic enantioselective Diels–Alder reaction between hydroxymaleimides and in situ generated nitrosoalkenes for direct preparation of chiral hemiketals with 1,2-oxazine skeleton

2021 ◽  
Author(s):  
Min Xiang ◽  
Chen-Yi Li ◽  
Jian Zhang ◽  
Ying Zou ◽  
Wen-Sheng Li ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Direct Preparation

Organocatalytic Enantioselective IEDDA reaction between hydroxymaleimides and in situ generated nitrosoalkenes has been disclosed, a series of chiral hemiketals containing 5,6-dihydro-4H-l,2-oxazines and succinimide frameworks have been prepared.

Reactions of Dimethyl (2'-Oxopropylidene)Propanedioate and Dimethyl (3'-Bromo-2'-oxopropylidene)propanedioate, Two Highly Electrophilic Trisubstituted Alkenes

1987 ◽  
Vol 40 (11) ◽  
pp. 1831 ◽  
Author(s):  
DW Cameron ◽  
RW Read ◽  
J Stavrakis
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Low Molecular Weight ◽  
Ene Reaction ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Alkaline Conditions ◽  
Nucleophilic Reagents ◽  
Trisubstituted Alkenes ◽  
Electron Demand

The keto diester, dimethyl (2'-oxopropylidene)propanedioate, and its new 3'-bromo derivative have been made to react with a variety of nucleophilic reagents. Low molecular weight products have been obtained efficiently by processes involving conjugate addition, Diels-Alder reaction, Diels-Alder reaction having inverse electron demand, or ene reaction. Regiochemistry of the reactions is controlled by the dominant withdrawing effect of the two geminal ester groups. The amine addition products of the bromo keto diester were found to undergo a novel secondary dehydrobromination reaction under alkaline conditions.

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