Stereoselective transformation of 1-alkenyl ether (R1CH=CHOMe) into alkene (R1CH=CHR2) based on stereospecific elimination of the Vicinal iodo(methoxy)alkane

Tetrahedron

Volumn 55, Issue 3, 1999, Pages 665-674

  Inoue, Atsushi ^a   Maeda, Katsuya ^a   Shinokubo, Hiroshi ^a   Oshima, Koichiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CHLOROETHER; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; PRIORITY JOURNAL; QUANTITATIVE DIAGNOSIS; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 0033555368     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)01066-7     Document Type: Article

References (24)

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2. The Chemistry of Alkenes; Patai, S., Ed.; Interscience: New York, 1964; The Chemistry of Alkenes; Zabicky, J., Ed.; Interscience: New York, 1968; Vol. 2; Kelly, S. E. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds.; Pergamon Press: New York, 1991; Vol. 1, Chapter 3.1 p. 729; Larock, R. C. Comprehensive Organic Transformations; VCH Publishers: New York, 1989; p. 105.
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11. 2AlCl mainly afforded 7-tridecanone and there was no ethylated product in the reaction mixture.
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15. 2AlCl into the starting 1-alkenyl ether 3 proceeded and no ethylation product was observed in the reaction mixture. Therefore, it is important to use ether-free organometallics for this alkylation reaction.
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