Synthesis of 1,8-naphthylene-bridged syn-cyclophanes by efficient intramolecular [2 + 2] photocycloaddition
β Scribed by Yosuke Nakamura; Miho Matsumoto; Yoshitou Hayashida; Jun Nishimura
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 217 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Novel 1,8-naphthylene-bridged paraand metacyclophanes were efficiently synthesized as a single isomer by the intramolecular [2 + 21 photocycloaddition of 1,8-bis(p-and m-vinylphenyl)naphthalenes, respectively. By this method, syn-cyclophanes were selectively obtained in both cases.
π SIMILAR VOLUMES
4.n]Metacyclophanes 6 (n = 2 -6), [4.n]paracyclophanes 7 (n = 3 -6), [4~1](4,4')biphenylophanes 8 (n = 3, 4), and C2.3.2.41paracyclophane 9 were obtained from appropriate 1,2-ethano-[2.n]cyclophanes 1 -5 by Birch reduction. Some strained cyclophanes, like la, lb, and 2a, gave linear open-chain compo
## Abstract The title compounds 12, which are key intermediates for antitumoral diazaquinomycin A analogues, are obtained by intramolecular Wittig reaction of 1β[3β²,6β²βdimethoxyβ2β²β(Ξ±βoxoacylamino)phenyl]alkyltriphenylphosphonium salts 11, which are prepared via lithiation of 2β²,5β²βdimethoxyβ__N__β