A POSSIBLE TRANSITION-STATE ASSEMBLY FOR HIGHLY DIASTEREOSELECTIVE CONJUGATE ADDITION-REACTIONS OF LITHIUM DIMETHYLCUPRATE WITH ALPHA,BETA-ENONES

被引：31

作者：

COREY, EJ

HANNON, FJ

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(00)88814-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A transition state assembly is proposed for the 1,4-addition of lithium dimethylcuprate to α,β-unsaturated ketones which provides general agreement with experimental observations of high stereoselectivity for substrates such as chiral α'-substituted α,β-enones, 5-substituted 2-cyclohexenones, medium ring α,β-enones, and Δ1,9-octalin-2-ones. © 1990.

引用

页码：1393 / 1396

页数：4

共 20 条

[1] COORDINATIVELY INDUCED 1,4-DIASTEREOSELECTION IN THE REACTION OF ACYCLIC ALPHA,BETA-ENONES WITH ORGANOCOPPER REAGENTS - A NEW TYPE OF ORGANOCOPPER REAGENT
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[2] THE REACTIONS OF COMBINED ORGANOCUPRATE CHLOROTRIMETHYLSILANE REAGENTS WITH CONJUGATED CARBONYL-COMPOUNDS
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[3] EVIDENCE FOR A REVERSIBLE D,PI-STAR-COMPLEXATION, BETA-CUPRATION SEQUENCE IN THE CONJUGATE ADDITION-REACTION OF GILMAN REAGENTS WITH ALPHA-ENONES, BETA-ENONES
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[7] AN NMR INVESTIGATION OF THE REACTION BETWEEN CINNAMIC ACID-ESTERS AND LITHIUM DIMETHYLCUPRATE - INITIAL FORMATION OF AN OLEFIN-COPPER PI-COMPLEX
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[8] ISOLATION AND X-RAY CRYSTAL-STRUCTURES OF THE MONONUCLEAR CUPRATES (CUME2]-, [CUPH2]-, AND [CU(BR)CH(SIME3)2]-
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[10] CHEMISTRY OF CARBANIONS .17. ADDITION OF METHYL ORGANOMETALLIC REAGENTS TO CYCLOHEXENONE DERIVATIVES
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