Straightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol

被引：10

作者：

Pytkowicz, Julien ^{[1
]}

Stephany, Olivier ^{[1
]}

Marinkovic, Sinisa ^{[1
]}

Inagaki, Sebastien ^{[1
]}

Brigaud, Thierry ^{[1
]}

机构：

[1] Univ Cergy Pontoise, Lab SOSCO, F-95000 Cergy Pontoise, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 20期

关键词：

BETA-AMINO ALCOHOLS; ASYMMETRIC-SYNTHESIS; ALPHA-AMINO; STEREOSELECTIVE-SYNTHESIS; ETHYL TRIFLUOROPYRUVATE; CHIRAL AUXILIARIES; 1,2-AMINO ALCOHOLS; EFFICIENT APPROACH; CONTAINING LIGANDS; BUILDING-BLOCKS;

D O I：

10.1039/c0ob00424c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two efficient routes are reported for the synthesis of both enantiomers of trifluoroalaninol in enantiopure form. The first pathway involves a Strecker-type reaction performed from a chiral trifluoromethyloxazolidine (Fox). The second route, which is more direct, involves, as a key step, the reduction of chiral oxazolidines or imines derived from ethyl trifluoropyruvate.

引用

页码：4540 / 4542

页数：3

共 50 条

[1] A Straightforward Synthesis of Enantiopure (1S,2R)-Ephenamine
Velho, Arthur C. C.
Martins, Jose E. D.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2020, 31 (12) : 2462 - 2469
[2] A straightforward synthesis of enantiopure bicyclic azetidines
Sivaprakasam, Mangaleswaran
Couty, Francois
David, Olivier
Marrot, Jerome
Sridhar, Regati
Srinivas, Boga
Rao, Kakulapati Rama
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (34) : 5734 - 5739
[3] A novel straightforward synthesis of enantiopure tetrahydroisoquinoline alkaloids
Pedrosa, R
Andrés, C
Iglesias, JM
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (01): : 243 - 250
[4] Synthesis of enantiopure (R,R)- and (S,S)-cis-2,3-propanoprolines
Kopylova, Natalia A.
Grygorenko, Oleksandr O.
Komarov, Igor V.
Groth, Ulrich
TETRAHEDRON-ASYMMETRY, 2010, 21 (23) : 2868 - 2871
[5] Straightforward synthesis of (R)-(-)-Kjellmanianone
Christoffers, J
Werner, T
Frey, W
Baro, A
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (04) : 1042 - 1045
[6] A straightforward asymmetric synthesis of enantiopure 1,2-disubstituted ferrocenes
Riant, O
Argouarch, G
Guillaneux, D
Samuel, O
Kagan, HB
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10): : 3511 - 3514
[7] Facile synthesis of enantiopure (R)-malates
Jang, DO
Song, SH
TETRAHEDRON LETTERS, 2000, 41 (02) : 247 - 249
[8] A straightforward synthesis of enantiopure 2-cyano azetidines from β-amino alcohols
Agami, C
Couty, F
Evano, G
TETRAHEDRON-ASYMMETRY, 2002, 13 (03) : 297 - 302
[9] Cycloaddition of an Enantiopure Cyclic Nitrone to Maleate: Straightforward Synthesis of the Necise Base (-)-Hastanecine
Synlett, 5 (577):
[10] Cycloaddition of an enantiopure cyclic nitrone to maleate: Straightforward synthesis of the necine base (-)-hastanecine
Goti, A
Fedi, V
Nannelli, L
DeSarlo, F
Brandi, A
SYNLETT, 1997, (05) : 577 - &

← 1 2 3 4 5 →