Enantioselective Protonation of Carbanions with Chiral Proton Sources

Enantioselective Protonation of Carbanions with Chiral Proton Sources
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手性质子源对碳负离子的对映选择性质子化

DOI:
10.1002/anie.198712831
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发表时间:
1987
期刊:
影响因子:
--
通讯作者:
S. Hünig
S. Hünig
中科院分区:
--
文献类型:
--
作者:
U. Gerlach;S. Hünig

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手性质子源X* H的α-羟基羧酸结构单元保证了环酯烯醇化物1的质子化中的最大对映选择性。在1与氨基锂的合成中形成的胺几乎不影响质子化的选择性。碱金属和溶剂的变化揭示了1的接触结构对于高选择性是必不可少的。达到的最高评价是。百分之五十
An α‐hydroxycarboxylic acid structural unit of the chiral proton source X* H guarantees the greatest enantioselectivity in the protonation of the cyclic ester enolate 1. Amines which are formed in the synthesis of 1 with lithium amides hardly influence the selectivity of the protonation. Variation of the alkali metal and of the solvent revealed that a contaction structure of 1 is essential for high selectivities. The highest eevalues achieved are ca. 50%.