A NOVEL SYNTHESIS OF THE (2R,3S)-3-AMINO-2-HYDROXYCARBOXYLIC AND (2S,3R)-3-AMINO-2-HYDROXYCARBOXYLIC ACID-DERIVATIVES, THE KEY COMPONENTS OF A RENIN INHIBITOR AND BESTATIN, FROM METHYL (R)-MANDELATE AND (S)-MANDELATE

被引：62

作者：

KOBAYASHI, Y ^{[1
]}

TAKEMOTO, Y ^{[1
]}

ITO, Y ^{[1
]}

TERASHIMA, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR,NISHI OHNUMA,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)89018-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title synthesis could be accomplished by featuring the [2+2]-cycloaddition reaction of a chiral imine with benzyloxyketene, alcoholysis of the formed 2-azetidinone derivative, and reductive removal of the mandelate-derived benzylic oxygen by way of a 2-oxazolidone derivative. © 1990.

引用

页码：3031 / 3034

页数：4

共 13 条

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[7] NOVEL SYNTHESES OF THE CARBAPENEM KEY INTERMEDIATES, (3R,4R)-4-ACETOXY-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE AND (3S,4R)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-CARBOXYMETHYL-2-AZETIDINONE, FROM (S)-ETHYL LACTATE
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[9] MATSUDA F, UNPUB CHEM LETT
[10] A FACILE SYNTHESIS OF BESTATIN
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