Chiral relay effects influence the facial selectivity of N-alkylated 5-phenylmorpholin-2-one enolates

被引：23

作者：

Bull, SD ^{[1
]}

Davies, SG ^{[1
]}

Fox, DJ ^{[1
]}

Sellers, TGR ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(98)00095-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Alkylation studies on the enolate of N-methyl morpholinone 7 clearly reveal that the observed cis-selectivity is consistent with a chiral relay system operating to invert the stereochemical information of the auxiliary's C-5 stereogenic centre. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1483 / 1487

页数：5

共 5 条

[1] Reactions of glyoxal-derived iminium ions with unsaturated silyl and silyloxy reagents
Agami, C
Bihan, D
PuchotKadouri, C
[J]. TETRAHEDRON, 1996, 52 (27) : 9079 - 9086
[2] ADDITION OF 2-AROYLAZIRIDINES, POTENTIAL AZOMETHINE YLIDES, TO PHENYLISOCYANATE AND PHENYLISOTHIOCYANATE
BENHAOUA, H
TEXIER, F
TOUPET, L
CARRIE, R
[J]. TETRAHEDRON, 1988, 44 (04) : 1117 - 1126
[3] Chiral relay auxiliary for the synthesis of enantiomerically pure α-amino acids
Bull, SD
Davies, SG
Epstein, SW
Ouzman, JVA
[J]. CHEMICAL COMMUNICATIONS, 1998, (06) : 659 - 660
[4] ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES VIA THE STEREOSELECTIVE ALKYLATION OF A HOMOCHIRAL GLYCINE ENOLATE SYNTHON
DELLARIA, JF
SANTARSIERO, BD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (16) : 3916 - 3926
[5] STEREOSELECTIVE ALKYLATION OF CHIRAL GLYCINE ENOLATE SYNTHONS - THE ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES
DELLARIA, JF
SANTARSIERO, BD
[J]. TETRAHEDRON LETTERS, 1988, 29 (47) : 6079 - 6082

← 1 →