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2004
Terpenes
U 0200
51- 157
Synthesis and Properties of N-Substituted (1R,5S)-4-Aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-2-ones. — Various novel chiral enaminones (VII)
and (VIII) are prepared in three steps from (R)-camphor. The configuration around the
exocyclic C=C double bond is dependent on the type of amine (VI). Reactions of (V)
with α-amino acid esters favor the formation of (Z)-isomers (VII) while with other
amines no specific preference is observed. The structure of the new compounds is determined by NMR and X-ray diffraction. — (GROSELJ, U.; BEVK, D.; JAKSE, R.;
MEDEN, A.; PIRC, S.; RECNIK, S.; STANOVNIK, B.; SVETE*, J.; Tetrahedron:
Asymmetry 15 (2004) 15, 2367-2383; Fac. Chem. Chem. Technol., Univ. Ljubljana,
1000 Ljubljana, Slovenia; Eng.) — Bartels
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