Propane phosphonic acid anhydride:: A mild reagent for β-lactam synthesis

被引：13

作者：

Crichfield, KS

Hart, JE

Lampert, JT

Vaid, RK

机构：

[1] Tippecanoe Labs, Chem Proc Dev, Lafayette, IN 47905 USA

[2] Lilly Res Labs, Dev Serv, Clinton, IN 47842 USA

[3] Lilly Res Labs, Tech Serv, Clinton, IN 47842 USA

来源：

SYNTHETIC COMMUNICATIONS | 2000年 / 30卷 / 20期

关键词：

D O I：

10.1080/00397910008087001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of propane phosphonic acid anhydride (T3P(R)) as an acid activating reagent was demonstrated in the syntheses of cis beta-lactams from the reactions of a glycine Dane salt and various imines.

引用

页码：3737 / 3744

页数：8

共 27 条

[1]

AIKINS JA, 1992, Patent No. 479431

[2]

AMIN SG, 1979, SYNTHESIS-STUTTGART, P210

[3] Origins of the stereodivergent outcome in the Staudinger reaction between acyl chlorides and imines [J].

Arrieta, A ;

Lecea, B ;

Cossío, FP .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (17) :5869-5876

[4] REAGENTS AND SYNTHETIC METHODS .67. PREPARATION OF 4-UNSUBSTITUTED BETA-LACTAMS FROM 4-ACETOXYAZETIDIN-2-ONES - A FORMAL APPROACH TO MONOBACTAMS AND NOCARDINCINS [J].

ARRIETA, A ;

LECEA, B ;

COSSIO, FP ;

PALOMO, C .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) :3784-3791

[5] REAGENTS AND SYNTHETIC METHODS .47. SYNTHESIS OF BETA-LACTAMS FROM ACETIC-ACIDS AND IMINES INDUCED BY PHENYL DICHLOROPHOSPHATE REAGENT [J].

ARRIETA, A ;

COSSIO, FP ;

PALOMO, C .

TETRAHEDRON, 1985, 41 (09) :1703-1712

[6]

BOSE AK, 1979, TETRAHEDRON LETT, P2771

[7]

BOSE AK, 1973, TETRAHEDRON LETT, P2319

[8] STUDIES ON LACTAMS .V. 3-AZIDO-2-AZETIDINONES [J].

BOSE, AK ;

ANJANEYU.B ;

BHATTACH.SK ;

MANHAS, MS .

TETRAHEDRON, 1967, 23 (12) :4769-&

[9]

COOPER RGD, 1992, CHEM BETA LACTAMS, P273

[10] ELECTRONIC EFFECTS ON THE STEREOCHEMICAL OUTCOME OF THE PHOTOCHEMICAL-REACTION OF CHROMIUM CARBENE COMPLEXES WITH IMINES TO FORM BETA-LACTAMS [J].

DUMAS, S ;

HEGEDUS, LS .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :4967-4971

← 1 2 3 →