Synthesis and Enantioselective Diels−Alder Reactions of Optically Active Cobalt(III) Salen-1,3-butadien-2-yl Complexes

Synthesis and Enantioselective Diels−Alder Reactions of Optically Active Cobalt(III) Salen-1,3-butadien-2-yl Complexes
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光学活性钴(III) Salen-1,3-丁二烯-2-基配合物的合成和对映选择性Diels-Alder反应

DOI:
10.1021/om000074j
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发表时间:
2000
期刊:
影响因子:
--
通讯作者:
M. Welker
M. Welker
中科院分区:
--
文献类型:
--
作者:
J. Chapman;A. S. Day;M. Welker

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报道了两种光学活性Co(salen)-1,3-丁二烯-2-基配合物的合成。其中一个二烯基配合物的特征在于通过X-射线晶体学。二烯基配合物与富马酸二甲酯进行了具有高对映选择性的Diels−桤木反应。该化学的一个亮点是Diels−桤木环加合物钴络合物在钴碳键处被干净地裂解,伴随着光学活性钴络合物起始材料和光学活性环己烯环加合物的回收。
The syntheses of two optically active Co(salen)-1,3-butadien-2-yl complexes are reported. One of the dienyl complexes was characterized by X-ray crystallography. The dienyl complexes underwent Diels−Alder reactions with high enantioselectivity with dimethyl fumarate. A highlight of this chemistry is that Diels−Alder cycloadduct cobalt complexes were cleanly cleaved at the cobalt−carbon bond with concomitant optically active cobalt complex starting material and optically active cyclohexene cycloadduct recovery.