Cob(I)alamin Differentiating Alkenes During Saturation | Zendy

Schönholzer Peter | Zendy; Süss Daniel | Zendy; Wan Terence S. | Zendy; Fischli Albert | Zendy

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Cob(I)alamin Differentiating Alkenes During Saturation

Author(s) -

Schönholzer Peter,

Süss Daniel,

Wan Terence S.,

Fischli Albert

Publication year - 1984

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19840670306

Subject(s) - chemistry , oxime , catalysis , saturation (graph theory) , rationalization (economics) , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , combinatorics , philosophy , mathematics , epistemology

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 ( t 1/2 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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