Applications of aziridinium ions. selective syntheses of β-aryl-α,β-diamino esters

被引：43

作者：

Chuang, TH

Sharpless, KB

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 09期

关键词：

D O I：

10.1021/ol990256d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] alpha,beta-Diamino esters are readily prepared through stereospecific and regioselective opening of an aziridinium ion intermediate with a variety of amines, The aziridinium ion is generated from the epoxide in two steps.

引用

页码：1435 / 1437

页数：3

共 22 条

[1] BROWN MJ, 1989, HETEROCYCLES, V29, P2225
[2] SMALL CHARGED HETEROCYCLES
CRIST, DR
LEONARD, NJ
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (12) : 962 - &
[3] A FACILE SYNTHESIS OF METHANESULFONATE ESTERS
CROSSLAN.RK
SERVIS, KL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (09) : 3195 - &
[4] Two expedient methods for the preparation of chiral diamines
de Sousa, SE
O'Brien, P
Poumellec, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (09): : 1483 - 1492
[5] Preparation of ethyl esters of protected 3-aryl-2,3-diaminopropanoic acids by reaction of ethyl N-(diphenylmethylene)glycinate and azomethines
Dryanska, V
Pashkuleva, I
Tasheva, D
[J]. SYNTHETIC COMMUNICATIONS, 1997, 27 (11) : 1849 - 1856
[6] RECENT DEVELOPMENTS IN THE FIELD OF BETA-LACTAM ANTIBIOTICS
DURCKHEIMER, W
BLUMBACH, J
LATTRELL, R
SCHEUNEMANN, KH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03): : 180 - 202
[7] THE MITSUNOBU REACTION OF SOME INDAN AMINO-ALCOHOLS
FREEDMAN, J
VAAL, MJ
HUBER, EW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) : 670 - 672
[8] ENANTIOMERICALLY PURE AMINO-ALCOHOLS AND DIAMINO ALCOHOLS FROM L-ASPARTIC ACID - APPLICATION TO THE SYNTHESIS OF EPISLAFRAMINE AND DIEPISLAFRAMINE
GMEINER, P
JUNGE, D
KARTNER, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (22) : 6766 - 6776
[9] THE ESTER ENOLATE IMINE CONDENSATION ROUTE TO BETA-LACTAMS
HART, DJ
HA, DC
[J]. CHEMICAL REVIEWS, 1989, 89 (07) : 1447 - 1465
[10] KOPPEL GA, 1982, SMALL RING HETEROCYC

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