CONFORMATIONAL-ANALYSIS OF DELTA-LACTAMS

被引:19
作者
BOUDREAULT, N
BALL, RG
BAYLY, C
BERNSTEIN, MA
LEBLANC, Y
机构
[1] MERCK FROSST CTR THERAPEUT RES,POINTE CLAIRE H9R 4P8,PQ,CANADA
[2] MERCK & CO INC,RAHWAY,NJ 07065
关键词
D O I
10.1016/S0040-4020(01)85279-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
delta-lactams substituted at C-5 by an oxygen atom exist, in solution principally, in the axial conformation. This axial preferred form is also present in the solid state.
引用
收藏
页码:7947 / 7956
页数:10
相关论文
共 23 条
[1]  
ALLINGER NL, 1980, ISRAEL J CHEM, V20, P51
[2]   AXIAL EQUATORIAL PROPORTIONS FOR 2-SUBSTITUTED CYCLOHEXANONES [J].
BASSO, EA ;
KAISER, C ;
RITTNER, R ;
LAMBERT, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7865-7869
[3]   DETERMINATION OF THE GAUCHE EFFECT OF 3-ACETAMIDO-PIPERIDINE AND 3-ACETOXY-PIPERIDINE AND 3-ACETOXYTETRAHYDROPYRAN BY H-1-NMR SPECTROSCOPY [J].
BERNET, B ;
PIANTINI, U ;
VASELLA, A .
CARBOHYDRATE RESEARCH, 1990, 204 :11-25
[4]  
Delaude, 1986, ALKALOIDS, V27, P269
[5]   SYNTHESIS OF 2-AMINO C-GLUCOSIDES AND 2-AMINO C-GLUCOSIDE SPIROKETALS [J].
GRONDIN, R ;
LEBLANC, Y ;
HOOGSTEEN, K .
TETRAHEDRON LETTERS, 1991, 32 (38) :5021-5024
[6]  
HAASNOOT CAG, 1980, B SOC CHIM BELG, V89, P125
[7]   THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION [J].
HAASNOOT, CAG ;
DELEEUW, FAAM ;
ALTONA, C .
TETRAHEDRON, 1980, 36 (19) :2783-2792
[8]  
HERDEIS C, 1986, SYNTHESIS-STUTTGART, P232
[9]   SUBSTITUTED GAMMA-LACTONES WITH VICINAL HYDROGEN-ATOMS - CONFORMATIONAL STUDY BY MM2 CALCULATIONS AND COUPLING-CONSTANT ANALYSIS [J].
JAIME, C ;
SEGURA, C ;
DINARES, I ;
FONT, J .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :154-158
[10]  
KECK GE, 1979, TETRAHEDRON LETT, P1185