ELECTRON-TRANSFER-INDUCED STEREOSELECTIVE CYCLIZATION OF 2,2-DISUBSTITUTED DIBENZOYLMETHANE TO ANTI-1,2-CYCLOPROPANEDIOL

被引：10

作者：

HASEGAWA, E ^{[1
]}

KATAGI, H ^{[1
]}

NAKAGAWA, D ^{[1
]}

HORAGUCHI, T ^{[1
]}

机构：

[1] INST MOLEC SCI, OKAZAKI, AICHI 444, JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 38期

关键词：

D O I：

10.1016/0040-4039(95)01429-L

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Irradiation of 2,2-dimethyl-13-diphenyl-13-propanedione in the presence of triethylamine gave anti-2,2-dimethyl-13-diphenyl-13-cyclopropanediol as a major product. On the basis of the results obtained, the mechanism involving single electron transfer between the excited diketone and the ground state amine followed by the anion radical rearrangement was proposed. The same cyclized product was also obtained for the reaction with samarium diiodide.

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页码：6915 / 6918

页数：4

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