ORGANOMETALLIC REACTIONS IN AQUEOUS-MEDIA .2. CONVENIENT SYNTHESIS OF METHYLENETETRAHYDROFURANS

被引：32

作者：

LI, CJ ^{[1
]}

CHAN, TH ^{[1
]}

机构：

[1] MCGILL UNIV,DEPT CHEM,MONTREAL H3A 2K6,QUEBEC,CANADA

来源：

ORGANOMETALLICS | 1991年 / 10卷 / 08期

关键词：

D O I：

10.1021/om00054a010

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2-(Chloromethyl)-3-iodo-1-propene (5) reacts with zinc and carbonyl compounds to give the alcohols 8, which can be converted to methylenetetrahydrofurans (7) in high yield. The combination of 5/Zn can be considered as the functional equivalent of trimethylenemethane 1.

引用

页码：2548 / 2549

页数：2

共 14 条

[1] CROSSED ALDOL TYPE CONDENSATION-REACTIONS IN AQUEOUS-MEDIA
CHAN, TH
LI, CJ
WEI, ZY
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (06) : 505 - 507
[2] CHEREST M, 1968, TETRAHEDRON LETT, P2199
[3] STUDIES IN STEREOCHEMISTRY .10. THE RULE OF STERIC CONTROL OF ASYMMETRIC INDUCTION IN THE SYNTHESES OF ACYCLIC SYSTEMS
CRAM, DJ
ELHAFEZ, FAA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (23) : 5828 - 5835
[4] SELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
EINHORN, C
LUCHE, JL
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 322 (02) : 177 - 183
[5] ULTRASOUND IN ORGANIC-SYNTHESIS .17. MECHANISTIC ASPECTS OF THE CONJUGATE ADDITIONS TO ALPHA-ENONES IN AQUEOUS-MEDIA
LUCHE, JL
ALLAVENA, C
PETRIER, C
DUPUY, C
[J]. TETRAHEDRON LETTERS, 1988, 29 (42) : 5373 - 5374
[6] ULTRASOUND IN ORGANIC-SYNTHESIS .16. OPTIMIZATION OF THE CONJUGATE ADDITIONS TO ALPHA, BETA-UNSATURATED CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
LUCHE, JL
ALLAVENA, C
[J]. TETRAHEDRON LETTERS, 1988, 29 (42) : 5369 - 5372
[7] SELECTIVE TIN AND ZINC MEDIATED ALLYLATIONS OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
PETRIER, C
EINHORN, J
LUCHE, JL
[J]. TETRAHEDRON LETTERS, 1985, 26 (11) : 1449 - 1452
[8] CONJUGATE ADDITIONS TO ALPHA, BETA-UNSATURATED CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
PETRIER, C
DUPUY, C
LUCHE, JL
[J]. TETRAHEDRON LETTERS, 1986, 27 (27) : 3149 - 3152
[9] ALLYLZINC REAGENT ADDITIONS IN AQUEOUS-MEDIA
PETRIER, C
LUCHE, JL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (06) : 910 - 912
[10] PALLADIUM-CATALYZED TRIMETHYLENEMETHANE REACTION TO FORM METHYLENETETRAHYDROFURANS - REACTIONS OF SUBSTITUTED TMM PRECURSORS AND MECHANISTIC INTERPRETATION
TROST, BM
KING, SA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) : 408 - 422

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