Selective Micellar Catalysis with Histidinyl Surfactants of Defined Absolute Configuration | Zendy

Brown John M. | Zendy; Elliott Richard L. | Zendy; Griggs Colin G. | Zendy; Helmchen Günter | Zendy; Nill Günter | Zendy

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Selective Micellar Catalysis with Histidinyl Surfactants of Defined Absolute Configuration

Author(s) -

Brown John M.,

Elliott Richard L.,

Griggs Colin G.,

Helmchen Günter,

Nill Günter

Publication year - 1981

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198108901

Subject(s) - diastereomer , absolute configuration , hydrolysis , stereoselectivity , chemistry , catalysis , pulmonary surfactant , absolute (philosophy) , organic chemistry , stereochemistry , medicinal chemistry , biochemistry , philosophy , epistemology

The stereoselectivity of the micellar‐catalyzed hydrolysis of amino acid esters (2) by the histidinyl surfactants (1) strongly depends on their absolute configuration: In presence of the R , S ‐configurated surfactant (1) , which like the S , S ‐diastereomer was also prepared in a few steps from γ‐butyrolactone, S ‐ (2) hydrolyzes 2.5 times as fast as R ‐ (2) .

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