An Efficient Synthesis of C2-Symmetric Chiral Binaphthyl Ketone Catalysts

An Efficient Synthesis of C2-Symmetric Chiral Binaphthyl Ketone Catalysts
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C2-对称手性联萘酮催化剂的高效合成

DOI:
10.1271/bbb.65.180
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发表时间:
2001
期刊:
Bioscience, biotechnology and biochemistry
影响因子:
--
通讯作者:
M. Seki
M. Seki
中科院分区:
--
文献类型:
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作者:
T. Furutani;M. Hatsuda;Toshiaki Shimizu;M. Seki

文献摘要

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报道了C2对称手性联萘酮1a和B的有效合成方法。该合成的关键特征是Co(salen)催化的外消旋1,1 '-联萘-2,2'-二羧酸单甘酯3a和B的大环内酯化和所得11元环状联萘酚4a和B的脂肪酶催化的对映选择性酰化。
An efficient synthesis of C2-symmetric chiral binaphthyl ketones 1a and b, effective catalysts for asymmetric epoxidation, is reported. The key features of this synthesis are Co(salen)-catalyzed macrolactonization of racemic 1,1'-binaphthyl-2,2'-dicarboxylic acid monoglycidyl esters 3a and b and lipase-catalyzed enantioselective acylation of resulting 11-membered cyclic binaphthyl alcohols 4a and b.