Selective preparation of optically pure (R,R)-1,1′:5′,1″-ternaphthalene-2,2′,6′,2″-tetraol: A new higher homolog of BINOL
✍ Scribed by Takashi Sugimura; Shintaro Inoue; Akira Tai
- Book ID
- 104259760
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 205 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
As a new chiral auxiliary, the title compound of an enantiomerically pure higher homolog of BINOL was synthesized through stepwise formation of optically pure 2,4-pentanediol tethers connecting three naphthyl groups by Mitsunobu reaction, oxidative intramolecular coupling, and elimination of the tethers.
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Dedicated to Prof. Ch. Tamm on the occasion of his 60th birthday (12.4.83) ## Summary (-)-1-Camphanoyloxyacrylonitrile (= (-)-1 -cyanovinyl camphanate; 1) obtained from the commercially available ( -)-camphanoyl chloride and 2-0x0propiononitrile added to furan at 20" in the presence of CU(BF,)~.