10.1021/jo061541v.s001
Takashi Emura
Takashi
Emura
Toru Esaki
Toru
Esaki
Kazutaka Tachibana
Kazutaka
Tachibana
Makoto Shimizu
Makoto
Shimizu
Efficient Asymmetric Synthesis of Novel Gastrin Receptor
Antagonist AG-041R via Highly Stereoselective Alkylation of
Oxindole Enolates
American Chemical Society
2006
oxindole enolates
Efficient Asymmetric Synthesis
AG
Gastrin
stereoselective alkylation reactions
tetrasubstituted chiral intermediates
core oxindole stereochemistry
bromoacetic acid esters
2006-10-27 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Efficient_Asymmetric_Synthesis_of_Novel_Gastrin_Receptor_Antagonist_AG_041R_via_Highly_Stereoselective_Alkylation_of_Oxindole_Enolates/3051307
An efficient method for asymmetric synthesis of the potent Gastrin/CCK-B receptor antagonist AG-041R was developed. Core oxindole stereochemistry was established by asymmetric alkylation of oxindole
enolates with bromoacetic acid esters, using <i>l</i>-menthol as a chiral auxiliary. The key alkylation reaction
of the oxindole enolates generated tetrasubstituted chiral intermediates with high diastereoselectivity.
The stereoselective alkylation reactions are described in detail.