Organic Functional Group Transformations in the Periphery of a Group-4 Metallocene Complex: 2H-Pyrrole Formation at a Pendant Boron Lewis Acid

Michael Hill; Gerald Kehr; Roland Fröhlich; Gerhard Erker

doi:10.1002/ejic.200300066

Organic Functional Group Transformations in the Periphery of a Group-4 Metallocene Complex: 2H-Pyrrole Formation at a Pendant Boron Lewis Acid

European Journal of Inorganic Chemistry ◽

10.1002/ejic.200300066 ◽

2003 ◽

Vol 2003 (19) ◽

pp. 3583-3589 ◽

Cited By ~ 25

Author(s):

Michael Hill ◽

Gerald Kehr ◽

Roland Fröhlich ◽

Gerhard Erker

Keyword(s):

Lewis Acid ◽

Functional Group ◽

Organic Functional Group ◽

Group 4

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Covalent Organic‐Inorganic Hybrid Superlattice Covered with Organic Functional Group for Highly Sensitive and Selective Gas Sensing

Angewandte Chemie International Edition ◽

10.1002/anie.202107185 ◽

2021 ◽

Author(s):

Yingyi Wen ◽

Guan-E Wang ◽

Xiaoming Jiang ◽

Xiaoliang Ye ◽

Wenhua Li ◽

...

Keyword(s):

Functional Group ◽

Gas Sensing ◽

Inorganic Hybrid ◽

Organic Functional Group ◽

Highly Sensitive

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Instrumental methods of organic functional group analysis

Analytica Chimica Acta ◽

10.1016/s0003-2670(01)80216-6 ◽

1973 ◽

Vol 66 (1) ◽

pp. 159

Author(s):

A.M.G. Macdonald

Keyword(s):

Functional Group ◽

Group Analysis ◽

Organic Functional Group ◽

Functional Group Analysis ◽

Instrumental Methods

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Grafting onto carbon black having few functional group 4. Reaction of epoxy resin with imidazoline groups introduced onto carbon black surface.

NIPPON GOMU KYOKAISHI ◽

10.2324/gomu.64.267 ◽

1991 ◽

Vol 64 (4) ◽

pp. 267-274 ◽

Cited By ~ 2

Author(s):

Norio TSUBOKAWA ◽

Kazuhito YANADORI ◽

Yasuo SONE

Keyword(s):

Carbon Black ◽

Epoxy Resin ◽

Functional Group ◽

Group 4 ◽

Carbon Black Surface ◽

Black Surface ◽

Grafting Onto

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Comphrehensive Organic Functional Group Transformations, Volumes 1−7 Edited by Alan R. Katritzky, Otto Meth-Cohn, and Charles W. Rees. Elsevier: Amsterdam. 1996. 7500+ pp. $6846.00. ISBN 0-08-040604-1.

Journal of the American Chemical Society ◽

10.1021/ja965708l ◽

1997 ◽

Vol 119 (9) ◽

pp. 2343-2344

Author(s):

Richard Apodaca

Keyword(s):

Functional Group ◽

Organic Functional Group

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Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.6.75 ◽

2010 ◽

Vol 6 ◽

Cited By ~ 2

Author(s):

Fabian Pfrengle ◽

Hans-Ulrich Reissig

Keyword(s):

Lewis Acid ◽

Functional Group ◽

Tricarboxylic Acid ◽

Membered Ring ◽

Enol Ether ◽

Enol Ethers ◽

Acidic Conditions ◽

Hydroxylamine Derivatives

A stereodivergent synthesis of enantiopure 3,6-dihydro-2H-pyrans is presented. The addition of lithiated enol ethers to carbohydrate-derived nitrones afforded syn- or anti-configured hydroxylamine derivatives 4a–d that were cyclized under Lewis acidic conditions to yield functionalized dihydropyrans cis- or trans-5a–d containing an enol ether moiety. This functional group was employed for a variety of subsequent reactions such as dihydroxylation or bromination. Bicyclic enol ether 19 was oxidatively cleaved to provide the highly functionalized ten-membered ring lactone 20. The synthesized enantiopure aminopyrans 24, 26, 28 and 30 can be regarded as carbohydrate mimetics. Trimeric versions of 24 and 28 were constructed via their attachment to a tricarboxylic acid core.

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