Chemija / Chemistry
 ISSN 0235-7216 ISSN 2424-4538 (online) |
2009 m. Nr. 2 Stereoselective synthesis of 1-amino-5-butyl-3-oxocyclohexane-1-carboxylic acid derivatives
Butyl-substituted 1-amino-3-oxocyclohexane-1-carboxylic acid derivatives have been prepared from 5,5-tethered dienes of (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine in stereoselective synthesis. RCM reactions of the diene afforded a heterospirenone which was the substrate for the conjugated addition reaction with lithium dibutylcuprate. Hydrolysis of the adduct provided cyclic α-amino acid derivatives. The absolute configuration at the new stereocentres were established by X-ray analyses. Keywords: constrained α-amino acids, Schöllkopf’s auxiliary, stereoselective synthesis, ring closing methathesis, X-ray crystal structure |
Issues:
2017 - Vol.28 No. 1, No. 2, No. 3, No. 4 2016 - Vol.27 No. 1, No. 2, No. 3, No. 4 2015 - Vol.26 No. 1, No. 2, No. 3, No. 4 2014 - Vol.25 No. 1, No. 2, No. 3, No. 4 2013 - Vol.24 No. 1, No. 2, No. 3, No. 4 2012 - Vol.23 No. 1, No. 2, No. 3, No. 4 2011 - Vol.22 No. 1, No. 2, No. 3, No. 4 2010 - Vol.21 No. 1, No. 2-4 2009 - Vol.20 No. 1, No. 2, No. 3, No. 4 2008 - Vol.19 No. 1, No. 2, No. 3-4 2007 - Vol.18 No. 1, No. 2, No. 3, No. 4 2006 - Vol.17 No. 1, No. 2-3, No. 4 2005 - Vol.16 No. 1, No. 2, No. 3-4 2004 - Vol.15 No. 1, No. 2, No. 3, No. 4 2003 - Vol.14 No. 1, No. 2, No. 3, No. 4 2002 - Vol.13 No. 1, No. 2, No. 3, No. 4 2001 - Vol.12 No. 1, No. 2, No. 3, No. 4 |