Helvetica Chimica Acta

An Unexpected Asymmetric Reduction of 4??(1??Nitro??2??oxocyclododecyl) butan??2??one. Determination of the absolute configuration of (‒)??15??hexadecanolide

S Stanchev, M Hesse

文献索引：Stanchev, Stephan; Hesse, Manfred Helvetica Chimica Acta, 1989 , vol. 72, p. 1052 - 1060

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被引用次数: 13

摘要

Abstract Reduction of the carbonyl group in the side chain of 4-(1-nitro-2-oxocyclododecyl) butan-2-one (3) with organoboron complexes are influenced by the chiral center, in 4- position with respect to the carbonyl C-atom, to which the NO 2 group is attached, a rare type for an asymmetric reduction. Independent of the (R)-or (S)-configuration of the Alpine- Hydride,(+)-3 is reduced only to the (15S)-nitrolactone (+)-5 and, after subsequent ...