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Allylindium and allylboronic acid pinacolate: Mild reagents for the allylation of resin-bound aldehydes. Application to the solid-phase synthesis of hydroxypropylamines

✍ Scribed by Cullen L. Cavallaro; Timothy Herpin; Brian F. McGuinness; Yvonne Class Shimshock; Roland E. Dolle


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
308 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


Homoallylic alcohols are prepared in high yield and purity by the reaction of the title reagents with resin-bound aldehydes. The mild reaction conditions accommodate the base-sensitive 4_carboxamido-3-nitrobeuzyl photolabile linker on standard resins. A practical application of the allylation reaction is demonstrated through the solid-phase synthesis of hydroxypropylamiues.