Asymmetric induction in an intramolecular [2+2] photocycloaddition within chirally modified zeolite supercages

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• 作者：Hajime Maeda ; Takahiro Okumura ; Yasuharu Yoshimi ; Kazuhiko Mizuno
• 刊名：Tetrahedron: Asymmetry
• 出版年：2009
• 出版时间：26 February 2009
• 年：2009
• 卷：20
• 期：3
• 页码：381-384
• 全文大小：189 K

文摘

Photoirradiation of 1-cyano-2-(5-methyl-2-oxa-4-hexenyl)naphthalene, included in NaY zeolites along with chiral inductors, such as diethyl tartrate or phenylalaninol, gives an intramolecular [2+2] photocycloadduct with a maximum 15 % ee. The degree of enantioselectivity was found to depend on the Si/Al ratio, the nature of the cations in the zeolites, the structure of the chiral inductors, and the molar ratio of substrate and chiral inductors.