Competitive 5-exo vs 6-exo ring closure in intramolecular electrophile-induced etherification reactions

被引：0

作者：

Ramana, CV

Murali, R

Ravikumar, K

Nagarajan, M

机构：

[1] UNIV HYDERABAD,SCH CHEM,HYDERABAD 500046,ANDHRA PRADESH,INDIA

[2] INDIAN INST CHEM TECHNOL,CRYSTALLOG LAB,HYDERABAD 500007,ANDHRA PRADESH,INDIA

来源：

JOURNAL OF CHEMICAL RESEARCH-S | 1996年 / 05期

关键词：

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-(Prop-2-enyl)hex-5-en-1-ol (1) and erythro-1,4-bis(cyclohex-2-enyl)butane-2,3-diol (9) undergo competitive intramolecular cyclization to give exclusively tetrahydrofuran derivatives without giving any tetrahydropyran derivatives.

引用

页码：226 / 227

页数：3

共 48 条

[41] Carbonium vs. carbenium ion-like transition state geometries for carbocation cyclization - how strain associated with bridging affects 5-exo vs. 6-endo selectivity
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[42] Diastereoselective tandem 6-exo carbolithiation intramolecular ring opening in (-)-8-aminomenthol-derived perhydrobenzoxazines.: A new synthesis of enantiopure 4-substituted tetrahydro isoquinolines and 2-azabenzonorbornanes
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[43] Ab initio calculations on the 5-exo versus 6-endo cyclization of 1,3-hexadiene-5-yn-1-yl radical:: Formation of the first aromatic ring in hydrocarbon combustion
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[44] TRANS-RING-FUSED BICYCLIC STRUCTURES BY 6-EXO-TRIGONAL RADICAL CLOSURE - USE OF THE TRIETHYLBORANE STANNANE AIR SYSTEM FOR INTRAMOLECULAR RADICAL-ADDITION TO ALDEHYDES
CLIVE, DLJ
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[45] Ring closure of 4-substituted 1-amino-1-(2-aminoanilino)-2,4-dicyanobuta-1,3-diene via 5-exo-trig and 6-exo-dig process
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Kurasawa, Y
HETEROCYCLES, 1999, 51 (08) : 1855 - 1868
[46] TRANS RING-FUSED BICYCLIC STRUCTURES BY 6-EXO-TRIGONAL RADICAL CLOSURE - USE OF THE TRIETHYLBORANE STANNANE AIR SYSTEM FOR INTRAMOLECULAR RADICAL-ADDITION TO ALDEHYDES (MAR, PG 429, 1993)
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POSTEMA, MHD
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[47] EPOXIDATION OF 3-(3'-BUTENYL)-4-HYDROXYCOUMARINS AND INTRAMOLECULAR 6-EXO CYCLIZATION TO 3,4-DIHYDRO-2-HYDROXYMETHYL-2H,5H-PYRANO [2,3-B] [1] BENZOPYRAN-5-ONES
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[48] Competitive intramolecular C-C vs. C-O bond coupling reactions toward C6 ring-fused 2-pyridone synthesis
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Comesse, S.
Rebbaa, A.
Lawson, A. M.
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