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:
影响因子:
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通讯作者:
Akitoshi Ogata;M. Nemoto;Kenji Kobayashi;A. Tsubouchi;T. Takeda*
中科院分区:
文献类型:
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作者:
Akitoshi Ogata;M. Nemoto;Kenji Kobayashi;A. Tsubouchi;T. Takeda*
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.