Synthesis of six-membered compounds by environmentally friendly cyclization using indirect electrolysis

被引：62

作者：

Ihara, M ^{[1
]}

Katsumata, A ^{[1
]}

Setsu, F ^{[1
]}

Tokunaga, Y ^{[1
]}

Fukumoto, K ^{[1
]}

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 98077,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 02期

关键词：

D O I：

10.1021/jo951653e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[Ni(cyclam)](ClO4)(2)-catalyzed indirect electroreduction of olefinic bromides produced six-membered compounds in low to high yields. The synthetic intermediate 49 of Ipecac and Corynanthe alkaloids was obtained in 88% yield in a highly stereoselective manner. Lactam 66, the synthetic precursor of tacamonine, was prepared in 49% yield as a mixture of two diastereoisomers. The electrolysis of the bromoacetates gave the debrominated compounds in good yields.

引用

页码：677 / 684

页数：8

共 32 条

[1]

BECKWITH ALJ, 1993, CHEM SOC REV, P143

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