THE PHOTOCHEMICAL-REACTION BETWEEN 1,4-DICYANONAPHTHALENE AND BENZYL ETHERS

被引：8

作者：

DALESSANDRO, N

MELLA, M

FASANI, E

TOMA, L

ALBINI, A

机构：

[1] Dip. Chimica Organica, Universita, 27100 Pavia

来源：

TETRAHEDRON | 1991年 / 47卷 / 27期

关键词：

PHOTOCHEMICAL ELECTRON TRANSFER; BENZYL ETHERS RADICAL CATIONS; DICYANONAPHTHALENE STEREOSELECTIVE PHOTOADDITIONS;

D O I：

10.1016/S0040-4020(01)80967-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Irradiation of 1,4-dicyanonaphthalene (DCN) and benzyl methyl ether gives the two diastereoisomeric 1-substituted 1,2-dihydronaphthalenes. A stereochemical assignment for these products, and related diastereoisomers pairs is proposed. The reaction occurs via the free radical ions and the low quantum efficiency is due to the slow deprotonation of the radical cation, with only moderate salt effect. In accordance with this scheme, the reaction with benzyl l-menthyl ether gives a low enantiomeric eccess.

引用

页码：5043 / 5050

页数：8

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