Intermolecular reductive cyclodimerization of cyclic α,β-unsaturated ketones promoted by a low-valent titanium reagent:: A facile synthesis of some new spiro compounds

被引:2
作者
Shi, Da-Qing [1 ]
Dou, Guo-Lan
Li, Zheng-Yi
Shi, Chun-Ling
Li, Xiao-Yue
Jiang, Hong
Ni, Sai-Nan
Ji, Shun-Jun
机构
[1] Suzhou Univ, Coll Chem & Chem Engn, Key Lab Organ Synth Jiangsu Province, Suzhou 215123, Peoples R China
[2] Xuzhou Normal Univ, Dept Chem, Xuzhou 221116, Peoples R China
[3] Key Lab Biotechnol Med Plants Jiangsu Province, Xuzhou 221116, Peoples R China
[4] Suzhou Univ, Coll Chem & Chem Engn, Key Lab Synth Jiangsu Province, Suzhou 215123, Peoples R China
[5] Xuzhou Normal Univ, Dept Chem, Xuzhou 221116, Peoples R China
[6] Key Lab Biotechnol Med Plants Jiangsu Province, Xuzhou 221116, Peoples R China
来源
SYNTHESIS-STUTTGART | 2007年 / 12期
关键词
low-valent titanium; cyclic alpha; beta-unsaturated ketones; spiro compounds; stereochemistry;
D O I
10.1055/s-2007-983707
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The intermolecular reductive cyclodimerization reactions of cyclic alpha,beta-unsaturated ketones such as 2-benzylideneindanI -ones, 2-beiizylidene-1-tetralones, 3-benzylidenechroman-4-ones, and 3-benzylidenethiochroman-4-ones induced by a low-valent titanium reagent were studied. Some new spiro compounds were prepared in good yields under neutral and mild conditions. High stereoselectivity was achieved and the stereochernistry of the products was confirmed by X-ray diffraction analysis.
引用
收藏
页码:1797 / 1806
页数:10
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