2-DIBENZYLAMINOBUTANE-1,4-DIOL - AN EFFECTIVE CHIRAL BUILDING-BLOCK FOR THE SYNTHESIS OF 1,2-AMINO ALCOHOLS

被引：0

作者：

GMEINER, P

KARTNER, A

机构：

来源：

SYNTHESIS-STUTTGART | 1995年 / 01期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective activation and protection of the chiral building block 1, readily available from L-aspartic acid, leads to the key intermediate 8. Employing classical nucleophiles, heterocyclic anions or organocuprates, 8 could be transformed into the displacement products 9. Finally, hydrolysis affords the homochiral 1,2-amino alcohols 4 in 48-77% yield (based on 8).

引用

页码：83 / 86

页数：4

共 50 条

[21] Chiral 1,2-amino alcohols and 1,2-diamines derived from cyclohexene oxide: Recent applications in asymmetric synthesis
de Parrodi, Cecilia Anaya
Juaristi, Eusebio
SYNLETT, 2006, (17) : 2699 - 2715
[22] Chiral oxazolidinones from α-hydroxy oxazolidines:: a new access to 1,2-amino alcohols
Agami, C
Amiot, F
Couty, F
Dechoux, L
Kaminsky, C
Venier, O
TETRAHEDRON-ASYMMETRY, 1998, 9 (22) : 3955 - 3958
[23] A convenient method for the synthesis of chiral N-protected 1,2-amino alcohols via the reduction of the aminoketones
Zhou, ZH
Tang, YL
Li, KY
Liu, B
Tang, CC
CHINESE CHEMICAL LETTERS, 2003, 14 (12) : 1227 - 1229
[24] A Convenient Method for the Synthesis of Chiral N-Protected 1,2-Amino Alcohols via the Reduction of the Aminoketones
Zheng Hong ZHOU*
ChineseChemicalLetters, 2003, (12) : 1227 - 1229
[25] Synthesis and in vitro cytotoxicity of long chain 2-amino alcohols and 1,2-diamines
Markidis, T
Padron, JM
Martin, VS
Peters, GJ
Kokotos, G
ANTICANCER RESEARCH, 2001, 21 (4A) : 2835 - 2839
[26] Synthesis of functionalized oxazolidines by multicomponent reactions of 1,2-amino alcohols (microreview)
Xu, Xianjun
Wei, Hua
Feng, Huangdi
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2020, 56 (04) : 464 - 466
[27] Synthesis of heavily substituted 1,2-amino alcohols in enantiomerically pure form
García-Delgado, N
Reddy, KS
Solà, L
Riera, A
Pericàs, MA
Verdaguer, X
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (18): : 7426 - 7428
[28] Synthesis of Enantiomerically Pure 2-Heteroaromatic-Substituted 1,2-Amino Alcohols from Chiral tert-Butanesulfinyl Aldimines
Chen, Yantao
Goldberg, Frederick W.
Xiong, Jian
Wang, Shujun
SYNTHESIS-STUTTGART, 2015, 47 (05): : 679 - 691
[29] Preparation of perfluoroalkane-tagged chiral auxiliaries and their application to stereoselective synthesis of a β2-amino acid building block
Voegtle, Markus M.
Beck, Daniel A. S.
Leutert, Thomas
Ossola, Flavio
La Vecchia, Luigi
ARKIVOC, 2008, : 210 - 224
[30] Asymmetric catalytic synthesis of enantiopure N-protected 1,2-amino alcohols
Bartoli, G
Bosco, M
Carlone, A
Locatelli, M
Melchiorre, P
Sambri, L
ORGANIC LETTERS, 2004, 6 (22) : 3973 - 3975

← 1 2 3 4 5 →