ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .53. 4-METHYLENECYCLOPENTENES AND 5-METHYLENECYCLOHEXENONES FROM FISCHER CARBENE CHROMIUM COMPLEXES, ALLENES, AND ALKYNES

被引:8
作者
AUMANN, R
TRENTMANN, B
机构
[1] Organisch-Chemisches Institut, Universität Münster, Münster, W-4400
来源
CHEMISCHE BERICHTE-RECUEIL | 1991年 / 124卷 / 10期
关键词
CYCLOPENTENES; 4-METHYLENECYCLOPENTENES; SYNTHESIS OF; CYCLOHEXENONES; 5-METHYLENECYCLOHEXENONES; TRI(METHYLENE)-METHANE CHROMIUM COMPLEXES; 3+2]CYCLOADDITIONS WITH TRI(METHYLENE)METHANE COMPLEXES; CARBENE CHROMIUM COMPLEXES FOR ORGANIC SYNTHESIS;
D O I
10.1002/cber.19911241029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A method is described for the two-step construction of 4-methylenecyclopentenes 6 and 5-methylenecyclohexenones 7 from Fischer carbene chromium complexes, allenes, and alkynes. In the first step a tri(methylene)methane complex 3 is generated by the addition of the carbene chromium complex (CO)5Cr = C(OEt)Ph (1) to the allene 2. The second step involves an addition of 3 to alkynes HC = CR [5: R = Ph (a), SiMe3 (b)] at 75-degrees-C to give 6 and/or 7 in high chemical yields. The product ratios strongly depend on the substituents R.
引用
收藏
页码:2335 / 2342
页数:8
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