Sequential additions of nucleophiles to tricarbonyl(η4-cycloheptadienyl)iron tetrafluoroborate

Wulf Blankenfeldt; Jin Wei Liao; Li Chin Lo; Ming Chang P. Yeh

doi:10.1016/0040-4039(96)01656-5

Sequential additions of nucleophiles to tricarbonyl(η⁴-cycloheptadienyl)iron tetrafluoroborate

Wulf Blankenfeldt, Jin Wei Liao, Li Chin Lo, Ming Chang P. Yeh^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

1 引文斯高帕斯（Scopus）

摘要

Reaction of lithium diisopropylamide (LDA) with (η⁴-cycloheptadiene)Fe(CO)₃ complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.0^4,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.

原文	英語
頁（從 - 到）	7361-7364
頁數	4
期刊	Tetrahedron Letters
卷	37
發行號	41
DOIs	https://doi.org/10.1016/0040-4039(96)01656-5
出版狀態	已發佈 - 1996 10月 7

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

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10.1016/0040-4039(96)01656-5

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title = "Sequential additions of nucleophiles to tricarbonyl(η4-cycloheptadienyl)iron tetrafluoroborate",

abstract = "Reaction of lithium diisopropylamide (LDA) with (η4-cycloheptadiene)Fe(CO)3 complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.04,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.",

author = "Wulf Blankenfeldt and Liao, {Jin Wei} and Lo, {Li Chin} and Yeh, {Ming Chang P.}",

year = "1996",

month = oct,

day = "7",

doi = "10.1016/0040-4039(96)01656-5",

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T1 - Sequential additions of nucleophiles to tricarbonyl(η4-cycloheptadienyl)iron tetrafluoroborate

AU - Blankenfeldt, Wulf

AU - Liao, Jin Wei

AU - Lo, Li Chin

AU - Yeh, Ming Chang P.

PY - 1996/10/7

Y1 - 1996/10/7

N2 - Reaction of lithium diisopropylamide (LDA) with (η4-cycloheptadiene)Fe(CO)3 complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.04,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.

AB - Reaction of lithium diisopropylamide (LDA) with (η4-cycloheptadiene)Fe(CO)3 complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.04,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.

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U2 - 10.1016/0040-4039(96)01656-5

DO - 10.1016/0040-4039(96)01656-5

M3 - Article

AN - SCOPUS:0030574014

SN - 0040-4039

VL - 37

SP - 7361

EP - 7364

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -

Sequential additions of nucleophiles to tricarbonyl(η4-cycloheptadienyl)iron tetrafluoroborate

摘要

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Sequential additions of nucleophiles to tricarbonyl(η⁴-cycloheptadienyl)iron tetrafluoroborate