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Volumn 4, Issue 9, 2009, Pages 1424-1433

Rhenium- and manganese-catalyzed insertion of alkynes into a carbon-carbon single bond of cyclic and acyclic 1,3-dicarbonyl compounds

Author keywords

Alkynes; C c activation; Insertion; Manganese; Rhenium

Indexed keywords

A-CARBON; ALKYNES; C-C ACTIVATION; CARBON-CARBON SINGLE BONDS; CATALYTIC AMOUNTS; CHAIN EXTENSION; DICARBONYL COMPOUNDS; INSERTION; ISOCYANIDES; MANGANESE COMPLEXES; RING-EXPANSION REACTION;

EID: 69649099834     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200900137     Document Type: Article
Times cited : (43)

References (39)
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    • The role of the 4Å-MS is not clear
    • The role of the 4Å-MS is not clear.
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    • In the case of using 4-Å molecular sieves as an additive instead of benzyl isocyanide, the yield of 3 k was decreased because two olefinic isomers of 3 k were formed.
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    • The structure of 4a is as follows: (equation presented)
    • The structure of 4a is as follows: (equation presented)
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    • One possible reason that cyclopentanone-2-carboxylic acid ethyl ester did not produce a ring-expansion product is that the retroaldol reaction (carbon-carbon bond cleavage) of a metalacyclopentene or cyclobutene intermediate might be difficult.
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    • The ô-keto esters 6a-8a could not be separated by column chromatography on silica gel.
    • The ô-keto esters 6a-8a could not be separated by column chromatography on silica gel.
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    • In this reaction, methylenecyclohexane 13 was formed. See Ref.
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    • Only a cyclopentane derivative was formed in 93% yield by using methyl 2-acetylhept-6-ynoate.
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    • For rhenium-catalyzed formation of cyclobutene derivatives by reductive elimination from rhenacyclopentene intermediates
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    • In the case of Ref. [12], deuterium-labeling experiments indicate that a rhenium atom of an alkenyl-rhenium intermediate is located at the near side of 1,3-dicarbonyl compounds. Therefore, we thought that the intermediate in Scheme 1 must be similar to that of the intermediate reported in Ref. [12].
    • In the case of Ref. [12], deuterium-labeling experiments indicate that a rhenium atom of an alkenyl-rhenium intermediate is located at the near side of 1,3-dicarbonyl compounds. Therefore, we thought that the intermediate in Scheme 1 must be similar to that of the intermediate reported in Ref. [12].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.