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2 results on '"retro-allylation"'

1. Synthetic Application of Intramolecular Cyanoboration on the Basis of Removal and Conversion of a Tethering Group by Palladium-Catalyzed Retro-Allylation

Author

Hideki Yorimitsu, Tomotsugu Awano, Koichiro Oshima, Michinori Suginome, and Toshimichi Ohmura

Subjects
endocrine system, alkenes, Intramolecular reaction, Chemistry, Stereochemistry, Tethering, organic chemicals, Organic Chemistry, food and beverages, chemistry.chemical_element, Sequence (biology), palladium, Combinatorial chemistry, Catalysis, nitrites, retro-allylation, Intramolecular force, nitriles, arylation, Palladium
Abstract

A new synthetic strategy, involving utilization of a tethered intramolecular reaction with a removable tether, was demonstrated by the intramolecular cyanoboration-retro-allylation sequence.

Published
2008
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2. Rhodium-catalyzed allyl transfer from homoallyl alcohols to acrylate esters via retro-allylation

Author

Hideki Yorimitsu, Koji Hirano, Minsul Jang, Koichiro Oshima, and Sayuri Hayashi

Subjects
Acrylate, Organic Chemistry, chemistry.chemical_element, General Medicine, Biochemistry, allyl transfer, Rhodium, Catalysis, allylrhodium, chemistry.chemical_compound, retro-allylation, chemistry, carbon-carbon bond cleavage, Polymer chemistry, Drug Discovery, Organic chemistry, Isomerization
Abstract

Retro-allylation of homoallyl alcohols by rhodium catalysts occurs to generate allylrhodium species. Insertion of acrylate esters to the allylrhodiums proceeds to give the corresponding 2,5-hexadienoate esters in situ. Subsequent isomerization or iterative 1,4-addition takes place in the same pots to furnish the corresponding 2,4-hexadienoate esters or triesters in good yields.

Published
2007
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