Cob(I)alamin Differentiating Alkenes During Saturation |
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Authors: | Peter Sch nholzer,Daniel Sü ss,Terence S. Wan,Albert Fischli |
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Affiliation: | Peter Schönholzer,Daniel Süss,Terence S. Wan,Albert Fischli |
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Abstract: | The olefins 2, 7, 11 , and 19 , have been reduced using catalytic amounts of cob(I)alamin( I(I) ). During a slow saturation, the catalyst is able to differentiate the two diastereotopic faces of the endocyclic double bonds in 11 (t1/2 4 h,. cf. Scheme 3) are reduced much faster. A rationalization of the data can be obtained formulating tertiary alkylcobalamins as intermediates. Of the oxime 6 (cf. Scheme 2) and the p- bromobenzoate 23 (cf. Scheme 5) the structures have been determined by X-ray analysis. |
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