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Syntheses of optically active bicyclo[3.3.0]oct-2-ene derivatives based on asymmetric elimination

✍ Scribed by Hiroshi Kashihara; Hiroshi Suemune; Tetsuya Kawahara; Kiyoshi Sakai


Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
261 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis


Bicyclo[3.3.0]oct-2-ene derivatives with high optical purities (87-99s e.e) were obtained by asymmetric elimination of the trifluoromethanesulfonates(l0, 11, 12) by chiral N,N-dimethyl-1-phenethylamine.


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Pure enantiomers of bicyclo[3.2.0]hept-3
✍ Emanuela Marotta; Ilaria Pagani; Paolo Righi; Goffredo Rosini; Valerio Bertolasi πŸ“‚ Article πŸ“… 1995 πŸ› Elsevier Science 🌐 English βš– 596 KB

Single crystal X-ray diffraction analysis of compounds A, B and, C helped us to assign the absolute configurations of the enantiomers of the bicyclo[3.2.0]hept-3-en-6-endo-ols 4-6. These bicyclic alcohols were easily obtained by: (i) stereoselective reductions of the bicyclo[3.2.0]hept-3-en-6-ones 1