Asymmetric synthesis of (α-amino)phosphonic acid amphiphiles using chiral P-H spirophosphoranes

被引：24

作者：

Dejugnat, C ^{[1
]}

Etemad-Moghadam, G ^{[1
]}

Rico-Lattes, I ^{[1
]}

机构：

[1] Univ Toulouse 3, CNRS 5623, Lab Interact Mol & React Chim & Photochim, F-31062 Toulouse 04, France

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 15期

关键词：

D O I：

10.1039/b304420c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral P-H spirophosphoranes reacted with long-chain prochiral aldimines and, after selective hydrolysis, afforded (alpha-amino) phosphonic acid amphiphiles in both enantiopure forms.

引用

页码：1858 / 1859

页数：2

共 18 条

[11] SYNTHESIS, PHYSICAL AND BIOLOGICAL PROPERTIES OF THE PHOSPHORUS ANALOGS OF PHENYLALANINE AND RELATED-COMPOUNDS
MAIER, L
DIEL, PJ
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1994, 90 (1-4): : 259 - 279
[12] SPIROPHOSPHORANES WITH P-OH BOND - SYNTHESIS, TAUTOMERISM
MUNOZ, A
GARRIGUES, B
KOENIG, M
[J]. TETRAHEDRON, 1980, 36 (17) : 2467 - 2482
[13] Rationalization of the stereochemistry of an addition of dialkyl phosphites to certain chiral aldimines: The experimental and theoretical approach
Nazarski, RB
Lewkowski, JA
Skowronski, R
[J]. HETEROATOM CHEMISTRY, 2002, 13 (02) : 120 - 125
[14] Rosen MJ, 1989, SURFACTANTS INTERFAC
[15] ACYCLIC STEREOSELECTION .53. PROTOCOLS FOR THE PREPARATION OF EACH OF THE 4 POSSIBLE STEREOISOMERIC ALPHA-ALKYL-BETA-HYDROXY CARBOXYLIC-ACIDS FROM A SINGLE CHIRAL ALDOL REAGENT
VANDRAANEN, NA
ARSENIYADIS, S
CRIMMINS, MT
HEATHCOCK, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) : 2499 - 2506
[16] Vercruysse K, 2000, EUR J ORG CHEM, V2000, P281, DOI 10.1002/(SICI)1099-0690(200001)2000:2<281::AID-EJOC281>3.0.CO
[17] 2-2
[18] Asymmetric synthesis of aminophosphonic acids and trifluoromethylated derivatives thereof
Yuan, CY
Li, SS
Xiao, JB
Cui, SH
Wang, GQ
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (6-7) : 1731 - 1734

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