THE IODINATION AND IODOCYCLISATION OF SOME ALKENYLMALONATES

被引：28

作者：

BECKWITH, ALJ

TOZER, MJ

机构：

[1] Research School of Chemistry, The Australian National University, Canberra

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)61249-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Consecutive treatment of various allylmalonates with sodium hydride and iodine in THF affords cyclopropane derivatives via intermediate formation of iodomalonates; iodocyclisation under similar conditions affords cyclopentane and cyclohexane derivatives from appropriate alkenylmalonates.

引用

页码：4975 / 4978

页数：4

共 9 条

[1] KINETICS AND REGIOSELECTIVITY OF RING-OPENING OF SUBSTITUTED CYCLOPROPYLMETHYL RADICALS
BECKWITH, ALJ
BOWRY, VW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2681 - 2688
[2] RADICAL CYCLIZATION REACTIONS - CYCLOPROPANE RING FORMATION BY 3-EXO-CYCLIZATION OF 5-PHENYLTHIO-3-PENTENYL RADICALS
CEKOVIC, Z
SAICIC, R
[J]. TETRAHEDRON LETTERS, 1990, 31 (42) : 6085 - 6088
[3] ATOM TRANSFER ADDITION AND ANNULATION REACTIONS OF IODOMALONATES
CURRAN, DP
CHEN, MH
SPLETZER, E
SEONG, CM
CHANG, CT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (24) : 8872 - 8878
[4] RATE CONSTANTS FOR HALOGEN ATOM TRANSFER FROM REPRESENTATIVE ALPHA-HALOCARBONYL COMPOUNDS TO PRIMARY ALKYL RADICALS
CURRAN, DP
BOSCH, E
KAPLAN, J
NEWCOMB, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) : 1826 - 1831
[5] ATOM TRANSFER CYCLIZATION REACTIONS OF ALPHA-IODO ESTERS, KETONES, AND MALONATES - EXAMPLES OF SELECTIVE 5-EXO, 6-ENDO, 6-EXO, AND 7-ENDO RING CLOSURES
CURRAN, DP
CHANG, CT
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) : 3140 - 3157
[6] EVIDENCE FOR RAPID AND REVERSIBLE EQUILIBRATION OF GAMMA,GAMMA-DIPHENYLALLYLCARBINYL AND DIPHENYLCYCLOPROPYLCARBINYL FREE RADICALS
HALGREN, TA
HOWDEN, MEH
MEDOF, ME
ROBERTS, JD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (12) : 3051 - &
[7] ELIMINATION AND ADDITION-REACTIONS .41. NUCLEOPHILIC ELIMINATIVE FISSION OF CYCLOPROPANES - THE COILED SPRING EFFECT OF RING STRAIN ON NUCLEOFUGALITY AND ITS EVALUATION
HUGHES, S
GRIFFITHS, G
STIRLING, CJM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (09): : 1253 - 1264
[8] IONIC IODOCARBOCYCLIZATION REACTION
KITAGAWA, O
INOUE, T
TAGUCHI, T
[J]. TETRAHEDRON LETTERS, 1992, 33 (16) : 2167 - 2170
[9] PETERSON DJ, 1972, TETRAHEDRON LETT, P2135

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