COMPLETELY REGIOSELECTIVE HYDROFORMYLATION OF METHYL N-ACETAMIDOACRYLATE BY CHIRAL RHODIUM PHOSPHINE CATALYSTS

COMPLETELY REGIOSELECTIVE HYDROFORMYLATION OF METHYL N-ACETAMIDOACRYLATE BY CHIRAL RHODIUM PHOSPHINE CATALYSTS
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DOI:
10.1016/s0957-4166(00)82375-7
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发表时间:
1990-01-01
影响因子:
--
通讯作者:
PINNA, L
PINNA, L
中科院分区:
其他
文献类型:
--
作者:
GLADIALI, S;PINNA, L

文献摘要

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HRh(CO)(PPh3)3 在手性螯合二膦存在下有效催化 N-乙酰氨基丙烯酸甲酯 (MAA; 1) 的不对称加氢甲酰化反应。该反应以完全的位置选择性进行,以高收率提供更多支化的醛,其中甲酰基与手性季碳原子结合。使用 DIOP 作为手性配体可获得高达 60% 的对映体过量。
The asymmetric hydroformylation of methyl N-acetamidoacrylate (MAA; 1) is efficiently catalysed by HRh(CO)(PPh3)3 in the presence of a chiral chelating diphosphine. The reaction proceeds with complete positional selectivity affording in high yield the more branched aldehyde where the formyl group is bound to a chiral quaternary carbon atom. Enantiomeric excesses up to 60% are obtained with DIOP as chiral ligand.