I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
Phthalan is used in the synthesis of nine-membered cyclic dione ethers. It is used along with excess Li metal in the presence of 4,4'-Di-tert-butylbiphenyl, B21470, results in opening of the furan ring. It is used in the synthesis of functionalized benzylic alcohols.
Katsuhiko Tomooka; Lan-Fang Wang; Fumiaki Okazaki; Takeshi Nakai. External chiral ligand-induced enantioselective lithiation/SE2 reactions of isochroman and phthalan. Tetrahedron Letters. 2000, 41 6121-6125.
Bondoc E.; Sakurai S.; Morris K.; Chiang WY.; Laane J. Fluorescence and electronic absorption spectra of phthalan: Two-dimensional vibrational potential energy surface for the ring-puckering and flapping in the S-1(pi,pi(*)) state. Journal of Chemical Physics. 2000, 112 (15), 6700-6706.
For use in synthesis of nine-membered cyclic dione ethers, see: Synlett, 909 (1993).
Treatment of phthalan with excess Li metal in the presence of 4,4'-Di-tert-butylbiphenyl, B21470, results in opening of the furan ring. Sequential introduction of two different electrophiles can be effected in the resulting bis-benzylic species, consequently phthalan can be regarded as an o-xylene dianion synthon. This approach provides a convenient access to diols and hydroxy acids which can be readily dehydrated to benzo-fused 6- or 7-membered cyclic ethers or lactones: Tetrahedron, 51, 3351 (1995); see also: J. Org. Chem., 61, 4913 (1996); Tetrahedron Lett., 39, 7759 (1998).
Gefahrenhinweise (EU): H227
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.