A New Diastereoselective Synthetic Approach to the Enantiopure Peptidomimetic Scaffold 2‐Oxo‐1‐azabicyclo[4.4.0]decane | Zendy

Truchot Cyrille | Zendy; Wang Qian | Zendy; Sasaki N. André | Zendy

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A New Diastereoselective Synthetic Approach to the Enantiopure Peptidomimetic Scaffold 2‐Oxo‐1‐azabicyclo[4.4.0]decane

Author(s) -

Truchot Cyrille,

Wang Qian,

Sasaki N. André

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400709

Subject(s) - enantiopure drug , peptidomimetic , chemistry , dipeptide , oxazolidine , decane , aldehyde , sulfone , stereochemistry , scaffold , combinatorial chemistry , synthon , enantioselective synthesis , organic chemistry , amino acid , catalysis , peptide , medicine , biochemistry , biomedical engineering

A general method for the synthesis of unsubstituted and C‐7‐substituted azabicyclo[4.4.0]decane dipeptides ( 23 , 30a , and 30b ) that can serve as dipeptide mimetics has been developed. The key step of this new method involves the coupling reaction of the oxazolidine aldehyde 5 and the sulfone 7 , both of which are derived from L ‐glutamic acid. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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