Abstract
AbstractThe scandium‐bipyridine‐catalyzed ring‐opening of meso‐epoxides with aliphatic alcohols has been studied. Aromatic epoxides were ring‐opened with >90 % ee furnishing valuable 1,2‐diol monoethers in typically good yields whereas aliphatic epoxides gave rise to moderate enantioselectivities. The catalyst loading may be lowered to 2–5 mol‐% with only marginal effects on yield and enantioselectivity. A strong positive non‐linear effect was observed pointing to aggregation phenomena of the chiral catalyst.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Published Version
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