Organic syntheses-via transition-metal complexes. 110. A convenient regio- and stereoselective approach to the angular allylation of bicyclic cyclopentadienes generated by the (1-alkynyl)carbene complex route

Wu HP.; Frohlich R.; Wegelius E.; Aumann R.

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Organic syntheses-via transition-metal complexes. 110. A convenient regio- and stereoselective approach to the angular allylation of bicyclic cyclopentadienes generated by the (1-alkynyl)carbene complex route

机译：通过过渡金属络合物进行有机合成。 110.一种方便的区域和立体选择方法，用于通过（1-炔基）卡宾络合物路线生成的双环环戊二烯进行角烯丙基化

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Reaction of the [2-(1-cyclopentenyl)ethynyl] carbene tungsten compound la with secondary allylamines RNH-CH2CH=CH2 (R = CH2CH=CH2, CH2CH2CH3, PhCH2) (2a-c) and pyridine affords (C6a-allyltetrahydropentalen-1-ylidene)amines 3a-c in 72-77% yields. Compounds 3 result from a highly regio- and stereoselective N,C-allyl rearrangement of 1-(allylamino)cyclopentadiene precursors 7, which are generated in a kinetically controlled process from compound la. The reaction has been successfully extended to the formation of (C7a-allylpentahydro-3aH-inden-1-ylidene 8a-c from [2-(1-cyclohexenyl)ethynyl]carbene tungsten complex Ib and (C8a-allylhexahydro-3aH-azulenylidene)amines 12a,b from [2-(1-cycloheptenyl)ethynyl] carbene tungsten complex 1c. [References: 26]

机译：[2-（1-环戊烯基）乙炔基]碳烯钨化合物Ia与仲烯丙基胺RNH-CH2CH = CH2（R = CH2CH = CH2，CH2CH2CH3，PhCH2）（2a-c）和吡啶反应得到（C6a-烯丙基四氢戊烯-1亚苯基）胺3a-c，产率为72-77％。化合物3是由1-（烯丙基氨基）环戊二烯前体7的高度区域选择性和立体选择性的N，C-烯丙基重排产生的，其在动力学控制的过程中由化合物1a产生。该反应已成功地扩展至由[2-（1-环己烯基）乙炔基]碳烯钨配合物Ib和（C8a-烯丙基六氢-3aH-氮杂烯基）形成（C7a-烯丙基五氢-3aH-茚满-1-亚烷基8a-c [2-（1-环庚烯基）乙炔基]卡宾钨配合物1c中的胺12a，b [参考文献：26]

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《Organometallics》 |2001年第11期|共8页
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Wu HP.; Frohlich R.; Wegelius E.; Aumann R.;
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中图分类有机化学;有机质材料;
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1. Organic syntheses-via transition-metal complexes. 110. A convenient regio- and stereoselective approach to the angular allylation of bicyclic cyclopentadienes generated by the (1-alkynyl)carbene complex route [J] . Wu HP., Frohlich R., Wegelius E., Organometallics . 2001,第11期

机译：通过过渡金属络合物进行有机合成。 110.一种方便的区域和立体选择方法，用于通过（1-炔基）卡宾络合物路线生成的双环环戊二烯进行角烯丙基化
2. Organic Syntheses via Transition Metal Complexes, CI~[≠] Uncovering Reaction Pathways of 1-Aminocyclohexenes with [(1-Alkynyl)carbene]tungsten Complexes Leading to Cyclopentadienes and Dihydropyrroles [J] . Aumann Rudolf European journal of organic chemistry . 2000,第1期

机译：通过过渡金属配合物的有机合成，CI〜[≠]揭示了1-氨基环己烯与[（1-炔基）碳烯]钨配合物的反应途径，导致环戊二烯和二氢吡咯
3. Organic syntheses via transition metal complexes. 104. Cyclopentadienyl thiolacylates from (1-alkynyl)carbene complexes (M = Cr, W): Sulfur-centered fragmentation of ligand side chains [J] . Wu HP., Frohlich R., Wegelius E., Organometallics . 2000,第12期

机译：通过过渡金属络合物进行有机合成。 104.（1-炔基）卡宾配合物（M = Cr，W）的环戊二烯基硫代丙烯酸酯：配体侧链的以硫为中心的断裂

Organic syntheses-via transition-metal complexes. 110. A convenient regio- and stereoselective approach to the angular allylation of bicyclic cyclopentadienes generated by the (1-alkynyl)carbene complex route

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