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Regioselective intramolecular asymmetric cyclization of symmetrical open chain triketone

Authors :
Kenji Koga
Shiro Terashima
Susumu Sato
Source :
Tetrahedron Letters. 20:3469-3472
Publication Year :
1979
Publisher :
Elsevier BV, 1979.

Abstract

The title reactions performed with (S)-α-amino acids or their derivatives as chiral sources were found to regioselectively give enantiomeric pairs of optically active 4-acetyl-3, 4-dimethyl-2-cyclohexenone (R)(+)- and (S)(−)- 4 ), 16–25% e.e., and those of optically active 6-acetyl-3,6-dimethyl-2-cyclohexenone((R)(+)- and (S)(−)- 5 , 54–59% e.e., from the open chain triketone( 3 ).

Details

ISSN :
00404039
Volume :
20
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........1cc5c9be28d540dbcdd2a57b07cb8f0f
Full Text :
https://doi.org/10.1016/s0040-4039(01)95437-1