Back to Search Start Over

Stereoselective syntheses of highly functionalized bicyclo[3.1.0]hexanes: a general methodology for the synthesis of potent and selective mGluR2/3 agonists.

Authors :
Tan L
Yasuda N
Yoshikawa N
Hartner FW
Eng KK
Leonard WR
Tsay FR
Volante RP
Tillyer RD
Source :
The Journal of organic chemistry [J Org Chem] 2005 Sep 30; Vol. 70 (20), pp. 8027-34.
Publication Year :
2005

Abstract

[Chemical reaction: See text] A Et3Al mediated intramolecular epoxide opening, cyclopropanation reaction is described. The transformation provided highly functionalized bicyclo[3.1.0]hexane systems in high efficiency and with perfect H or F endo selectivity. Application of this reaction to the synthesis of mGluR2/3 agonist 1 (43% overall yield) and a few intermediates suitable for the synthesis of other bicyclo[3.1.0]hexane mGluR2/3 agonists is discussed.

Details

Language :
English
ISSN :
0022-3263
Volume :
70
Issue :
20
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
16277324
Full Text :
https://doi.org/10.1021/jo0511187