학술논문
Tin- and indium-mediated allylation in aqueous media: application to unprotected carbohydrates
Document Type
Academic Journal
Source
Journal of Organic Chemistry. Sept 24, 1993, Vol. 58 Issue 20, p5500, 8 p.
Subject
Language
ISSN
0022-3263
Abstract
Uninsulated carbohydrates accept allyl anion equivalents in a method which is controlled by unoptimized tin and indium, and is diverse, easy and accurate. Several 2-deoxyaldoses can be formed by this process. Common reactive species are suggested by the resemblances between the products derived under heterogeneous conditions and those derived from employing authentic organotin and organoindium reagents. Enhanced reactivity is observed in indium, emphasizing its superiority over tin. Less byproducts and greater stereoselectivity are observed in interactions controlled by indium rather than those controlled by tin.