Complete reversal of enantioselection using oxazoline-containing Schiff base ligands derived from L-serine in enantioselective addition of diketene to aldehydes

Complete reversal of enantioselection using oxazoline-containing Schiff base ligands derived from L-serine in enantioselective addition of diketene to aldehydes
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DOI:
10.1016/j.tetasy.2006.09.026
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发表时间:
2006-10-16
影响因子:
--
通讯作者:
Hayashi, Masahiko
Hayashi, Masahiko
中科院分区:
其他
文献类型:
--
作者:
Chu, Changhu;Morishita, Koji;Hayashi, Masahiko

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从一个立体中心(本例中为L丝氨酸)出发,我们得到了两个含恶唑啉基团的手性席夫碱,在双乙烯酮与2-呋喃甲醛的加成反应中,每个席夫碱都能识别不同对映度的醛对映体[高达93%ee(R)和89%ee(S)]。(C)2006爱思唯尔有限公司。保留所有权利。
Starting from one stereogenic center (in this case from L-serine), we obtained two chiral Schiff bases possessing oxazoline moieties, each of which recognized a different enantioface of aldehydes with a high enantionteric excess [up to 93% ee (R) and 89% ee (S)] in the addition reaction of diketene to 2-furfural. (c) 2006 Elsevier Ltd. All rights reserved.