Titanocene(II)-promoted stereoselective alkenylation utilizing (Z)-alkenyl sulfones.

Titanocene(II)-promoted stereoselective alkenylation utilizing (Z)-alkenyl sulfones.
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DOI:
10.1021/jo070149u
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发表时间:
2007-04
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Akitoshi Ogata;M. Nemoto;Kenji Kobayashi;A. Tsubouchi;T. Takeda*
Akitoshi Ogata;M. Nemoto;Kenji Kobayashi;A. Tsubouchi;T. Takeda*
中科院分区:
其他
文献类型:
--
作者:
Akitoshi Ogata;M. Nemoto;Kenji Kobayashi;A. Tsubouchi;T. Takeda*

文献摘要

相似文献

本文描述了用(Z)-烯基砜-二茂钛(II)体系对不饱和化合物进行立体选择性烯基化反应。用二茂钛(II)试剂Cp 2 Ti [P(OEt)3]2处理炔和(Z)-烯基甲基砜产生共轭二烯。该烯基化体系也适用于极性C=O键;羰基化合物、(Z)-烯基甲基砜和二茂钛(II)试剂的简单混合形成烯丙醇。烯基化的优点是它不需要预先制备烯基金属试剂,并且它以完全的立体选择性进行。
The stereoselective alkenylation of unsaturated compounds by means of a (Z)-alkenyl sulfone-titanocene(II) system is described. Treatment of alkynes and (Z)-alkenyl methyl sulfones with the titanocene(II) reagent Cp2Ti[P(OEt)3]2 produced conjugated dienes. This alkenylation system is also applicable to polar C=O bonds; the simple mixing of carbonyl compounds, (Z)-alkenyl methyl sulfones, and the titanocene(II) reagent formed allylic alcohols. The advantages of alkenylation are that it requires no prepreparation of the alkenylmetal reagent and that it proceeds with complete stereoselectivity.