ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES .45. ASYMMETRIC-SYNTHESIS OF DIASTEREOMERICALLY AND ENANTIOMERICALLY PURE 3-SUBSTITUTED (2R,3S)-SERINE METHYL-ESTERS

被引：0

作者：

BEULSHAUSEN, T ^{[1
]}

GROTH, U ^{[1
]}

SCHOLLKOPF, U ^{[1
]}

机构：

[1] UNIV GOTTINGEN,INST ORGAN CHEM,TAMMANNSTR 2,W-3400 GOTTINGEN,GERMANY

来源：

LIEBIGS ANNALEN DER CHEMIE | 1991年 / 11期

关键词：

SERINE; 3-SUBSTITUTED; METHYL ESTERS; BISLACTIN ETHER METHOD;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The titanium derivative 2 of the bislactim ether 1 of cyclo(-L-Val-Gly-) reacts with aldehydes and ketones 3 highly diastereoselectively to give the syn-addition products 4. Upon hydrolysis with diluted trifluoroacetic acid the compounds 4 yield besides methyl L-valinate the (2R,3S)-threo-serine methyl esters 5.

引用

页码：1207 / 1209

页数：3

共 12 条

[1]

[Anonymous], ANGEW CHEM

[2]

BEULSHAUSEN T, 1991, THESIS U GOTTINGEN

[3]

BEULSHAUSEN T, UNPUB

[4]

GRAUERT M, 1985, LIEBIGS ANN CHEM, P1817

[5] ASYMMETRIC-SYNTHESIS VIA HETEROCYCLIC INTERMEDIATES .43. ASYMMETRIC-SYNTHESIS OF D-ERYTHRO-SPHINGOSINE [J].

GROTH, U ;

SCHOLLKOPF, U ;

TILLER, T .

TETRAHEDRON, 1991, 47 (16-17) :2835-2842

[6]

KLINGE M, THESIS U GOTTINGEN

[7]

SCHOLLKOPF U, 1989, LIEBIGS ANN CHEM, P223

[8]

SCHOLLKOPF U, 1985, SYNTHESIS-STUTTGART, P55

[9] ASYMMETRIC-SYNTHESIS VIA HETEROCYCLIC INTERMEDIATES .39. ASYMMETRIC-SYNTHESIS OF (ENANTIOMERICALLY AND DIASTEREOMERICALLY VIRTUALLY PURE) METHYL 2-AMINO-4,5-EPOXY-3-HYDROXY-ALKANOATES AND METHYL 2-AMINO-3-HYDROXY-4,5-METHYLENE-ALKANOATES BY THE BISLACTIMETHER METHOD [J].

SCHOLLKOPF, U ;

TILLER, T ;

BARDENHAGEN, J .

TETRAHEDRON, 1988, 44 (17) :5293-5305

[10]

SCHOLLKOPF U, 1987, LIEBIGS ANN CHEM, P393

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