## The title synthesis was achieved by featuring diastereoface-selective cyclopropanation of (4R,5S)-4Jdiphenyl-3-vinyl-2-oxazolidinone and its related compounds, the chiral conformationally rigid N-vinylcarbamates, with sine-monojluorocarbenoid, followed by hydrogenolysis of the major addition prod
Asymmetric synthesis of (1R,2S)-2-fluorocyclopropylamine, the key intermediate of the new generation of quinolonecarboxylic acid, DU-6859
β Scribed by Osamu Tamura; Masaru Hashimoto; Yuko Kobayashi; Tadashi Katoh; Kazuhiko Nakatani; Masahiro Kamada; Isao Hayakawa; Toshifumi Akiba; Shiro Terashima
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 311 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The title synthesis was achieved by featuring diastereoface selective cyclopropanation of (4RE%4.5diphenyl-3-vinyl-2-oxazolidinonc. the chiral and conformationally rigid N-vinylcarbamate, with zincmonofuorocarbenoid followed by hydrogenolysis of formed (4R~S)-3-[(1R2S)-2-fluorocyclopropylI~5-diphenyl-2oxawlidinone.
π SIMILAR VOLUMES
The title synthesis was accomplished by featuring highly cis-selective cyclopropanation of an Nvinylcarbamate with zinc-monofluorocarbenoid followed by deprotection of the formed N-(cis-2fluorocyclopropyl)m&amate. Optical resolution of~-cis-2-~~ro~clopropyhnrinc was also achiewd by employing lmenthy
## Abstract __allo__βCoronamic acid (1) was synthesized in five steps enantiomerically and diastereomerically virtually pure by starting from the bislactim ethers of cyclo(βLβValβGlyβ) (3a) or cycloβ(βLβ__tert__βLeuβGlyβ) (3b) in an overall yield of 31%. The key step of this synthesis is the intram
Optically active bicyclo[4.2.0]octan-7-ones were synthesized by stereoselective intramolecular [2+2] cycloaddition of alkene-keteniminium salt derived from L-glutamic acid, based on 1,3-asymmelric induction. Synthetic application toward (+)-gibberellic acid key intermediate was also described.