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A remote substituent as a control element in indium-mediated allylation reactions in aqueous media: highly diastereoselective synthesis of 1,3-amino alcohols

✍ Scribed by Teck-Peng Loh; Jing-Mei Huang; Kai-Chen Xu; Swee-Hock Goh; Jagadese J Vittal

Book ID
104210660
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
183 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new method for the stereoselective synthesis of 1,3-amino alcohols based on the indium-mediated allylation of keto ester (R,S)-2 in aqueous media, resulting from shielding of one face by a remote substituent, was developed to be a useful method for acyclic stereocontrol in the absence of any obvious steric interaction.

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✍ Vijay Nair; Sindu Ros; C.N. Jayan; Nigam P. Rath πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 127 KB

A facile synthesis of substituted but-3-ene-1,2-diols by the reaction of aldehydes and chalcones mediated by indium/ indium trichloride in aqueous media is described.