Dirhodium‐catalyzed enantioselective C–H insertion of  N ‐(2‐benzyloxyethyl)‐ N ‐( tert ‐butyl)diazoacetamide and its application for the synthesis of chiral GABOB | Zendy

Du Zhenjun | Zendy; Chen Zhenliang | Zendy; Chen Zhiyong | Zendy; Yu Xiaoqi | Zendy; Hu WenHao | Zendy

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Dirhodium‐catalyzed enantioselective C–H insertion of N ‐(2‐benzyloxyethyl)‐ N ‐( tert ‐butyl)diazoacetamide and its application for the synthesis of chiral GABOB

Author(s) -

Du Zhenjun,

Chen Zhenliang,

Chen Zhiyong,

Yu Xiaoqi,

Hu WenHao

Publication year - 2004

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20070

Subject(s) - enantioselective synthesis , chemistry , intramolecular force , catalysis , chirality (physics) , enantiomer , stereochemistry , enantiomeric excess , medicinal chemistry , solvent , organic chemistry , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark

Rh 2 (4 S ‐MEOX) 4 and ethereal solvent are the best catalytic system for the enantioselective intramolecular C–H insertion of N ‐(2‐benzyloxyethyl)‐ N ‐( tert ‐butyl)diazoacetamide 2 . The highest enantiomeric excess obtained was 91%. A new route for the asymmetric synthesis of γ‐amino‐β‐hydroxybutyric acid (GABOB) has been developed. Chirality 16:516–519, 2004. © 2004 Wiley‐Liss, Inc.

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