Intramolecular [2+2] Photocycloaddition. 5. Synthetic Methods toward [2.n]-, [3.n]-, and [4.n]Naphthalenophane Skeletons by Using α,ω-Bis(vinylnaphthyl)alkanes

Intramolecular [2+2] Photocycloaddition. 5. Synthetic Methods toward [2.n]-, [3.n]-, and [4.n]Naphthalenophane Skeletons by Using α,ω-Bis(vinylnaphthyl)alkanes
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分子内[2+2]光环加成。5.使用α,ω-双(乙烯基萘基)烷烃合成[2.n]-、[3.n]-和[4.n]萘芬骨架的方法。

DOI:
10.1246/bcsj.62.3161
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发表时间:
1989
影响因子:
4
通讯作者:
A. Oku
A. Oku
中科院分区:
化学3区
文献类型:
--
作者:
J. Nishimura*;Motoharu Takeuchi;Hideo Takahashi;E. Ueda;Y. Matsuda;A. Oku

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以α,ω-双(乙烯基萘基)烷烃为起始原料,分别采用[2+2]光环加成、阳离子环加成和还原扩环反应合成了[2.n]-、[3.n]-和[4.n]-萘并吡喃.利用前两种方法的唯一顺式选择性,确定了环体系中萘环内旋转所需的空间。
[2+2] Photocycloaddition, cationic cyclocodimerization, and reductive ring enlargement were developed for the syntheses of [2.n]-, [3.n]-, and [4.n]naphthalenophanes, respectively, from α,ω-bis(vinylnaphthyl)alkanes as a single starting material. Using the exclusive syn selectivity of the former two methods, the room required for the intraannular naphthalene-ring rotation in the ring system is determined.