RING-CLOSURE REACTIONS .22. KINETICS OF CYCLIZATION OF DIETHYL (OMEGA-BROMOALKYL)MALONATES IN THE RANGE OF 4-MEMBERED TO 21-MEMBERED RINGS - ROLE OF RING STRAIN

被引:162
作者
CASADEI, MA [1 ]
GALLI, C [1 ]
MANDOLINI, L [1 ]
机构
[1] UNIV ROME,IST CHIM ORGAN,CNR,CTR STUDIO MECCANISMI REAZIONE,I-00185 ROME,ITALY
关键词
D O I
10.1021/ja00316a039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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页码:1051 / 1056
页数:6
相关论文
共 26 条
[1]  
BILLMEYER FW, 1971, TXB POLYM SCI, P264
[2]   RING-CLOSURE REACTIONS .18. APPLICATION OF THE MALONIC ESTER SYNTHESIS TO THE PREPARATION OF MANY-MEMBERED CARBOCYCLIC RINGS [J].
CASADEI, MA ;
GALLI, C ;
MANDOLINI, L .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (15) :3127-3128
[3]  
DALLACORT A, 1980, J CHEM SOC P2, P1774
[4]  
DALLACORT A, 1983, J ORG CHEM, V48, P3979
[5]   REACTIVITY AND ION-PAIRING OF ALKALI BETA-KETOENOLATES [J].
DEPALMA, VM ;
ARNETT, EM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (11) :3514-3525
[6]   QUANTITATIVE-EVALUATION OF STERIC EFFECTS IN SN2 RING-CLOSURE REACTIONS [J].
DETAR, DF ;
LUTHRA, NP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (13) :4505-4512
[7]  
DOLIQUE R, 1931, ANN CHIM PARIS, V15, P443
[8]  
DOLIQUE R, 1931, ANN CHIM PARIS, V15, P440
[9]  
ELIEL EL, 1956, CONFORMATIONAL ANAL, P44
[10]   RING-CLOSURE REACTIONS .7. KINETICS AND ACTIVATION PARAMETERS OF LACTONE FORMATION IN RANGE OF 3-MEMBERED TO 23-MEMBERED RINGS [J].
GALLI, C ;
ILLUMINATI, G ;
MANDOLINI, L ;
TAMBORRA, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (08) :2591-2597