Diastereoselective Intramolecular meta Photocycloaddition of Side??Chain??Substituted 5??(2??Methoxyphenyl) pent??1??enes

…, MP Wamelink, G Lodder, J Cornelisse

文献索引：Timmermans, Johan L.; Wamelink, Marc P.; Lodder, Gerrit; Cornelisse, Jan European Journal of Organic Chemistry, 1999 , # 2 p. 463 - 470

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被引用次数: 14

摘要

Abstract Irradiation of a series of 5-(2-methoxyphenyl) pent-1-enes substituted with a hydroxy or trimethylsilyloxy group at the α-, β-, or γ-position of the side-chain yields in all cases meta photocycloadducts, in which the configuration at the substituted carbon atom is mainly endo. This indicates that the diastereoselectivity originates from minimization of steric interactions between the side-chain substituent and the ortho-methoxy group at the arene ...