Stereoselective Synthesis of Unsymmetrical Conjugated Dienes and Trienes Utilizing Silacyclobutenes.

Stereoselective Synthesis of Unsymmetrical Conjugated Dienes and Trienes Utilizing Silacyclobutenes.
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DOI:
10.1002/chin.200736054
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发表时间:
2007-05
期刊:
ChemInform
影响因子:
--
通讯作者:
C. K. Jin;Toshiaki Yamada;S. Sano;M. Shiro;Y. Nagao
C. K. Jin;Toshiaki Yamada;S. Sano;M. Shiro;Y. Nagao
中科院分区:
其他
文献类型:
--
作者:
C. K. Jin;Toshiaki Yamada;S. Sano;M. Shiro;Y. Nagao

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不同类型的炔基取代的二芳基二芳基硅烷用茂锆-乙烯络合物CP2-Zr(CH2-CH2)处理,然后用3-N-HCl酸化,以较好的产率得到相应的区域和立体选择性的硅环丁烯。硅环丁烯用四丁基氟化铵脱硅,以较高的产率得到立体选择性的不对称共轭(1E,3E)-二烯和-三烯(R1或R2=1-环己烯基)。
Treatment of the different kinds of alkynyl-substituted dialkynyldiarylsilanes with zirconocene–ethylene complex Cp 2 Zr(CH 2 CH 2 ) followed by acidification with 3 N HCl gave regio- and stereoselectively the corresponding silacyclobutenes in good yields. Desilylation of the silacyclobutenes with tetrabutylammonium fluoride afforded stereoselectively unsymmetrical conjugated (1 E ,3 E )-dienes and -trienes (R 1 or R 2 = 1-cyclohexenyl) in excellent yields.