Mono- and bis-acrolein derivatives by reliable and efficient one-step methylenation of aldehyde precursors

A series of aldehydes carrying different functional groups was transformed directly into the a-methylene derivatives. Dialdehydes behaved comparably at both active sites. When keto aldehydes are involved, excellent levels of chemoselectivity are observed, with the ketone substructures exhibiting no...

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Published inSynthesis (Stuttgart) no. 17; pp. 2841 - 2844
Main Authors Basu, K, Richards, J, Paquette, LA
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.12.2004
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
1,2-dichloroethane
acroleins
alpha,beta-unsaturated aldehydes
one-step reaction
diethylamine hydrochloride
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Abstract A series of aldehydes carrying different functional groups was transformed directly into the a-methylene derivatives. Dialdehydes behaved comparably at both active sites. When keto aldehydes are involved, excellent levels of chemoselectivity are observed, with the ketone substructures exhibiting no sign of reactivity.
AbstractList A series of aldehydes carrying different functional groups was transformed directly into the a-methylene derivatives. Dialdehydes behaved comparably at both active sites. When keto aldehydes are involved, excellent levels of chemoselectivity are observed, with the ketone substructures exhibiting no sign of reactivity.
Author Basu, K
Paquette, LA
Richards, J
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10.1055/s-2004-822895
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Keywords 1,2-dichloroethane
acroleins
alpha,beta-unsaturated aldehydes
one-step reaction
diethylamine hydrochloride
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White, JD (WOS:000072481300038) 1998
REICHERT B (WOS:000225611400012.11) 1959
TRAMONTI.M (WOS:A1973R489200001) 1973
MIRONOV GS (WOS:000225611400012.9) 1962; 33
GRAS, JL (WOS:A1978FJ75700030) 1978
KINAST, G (WOS:A1976BQ84500022) 1976; 15
HELLMAN H (WOS:000225611400012.7) 1960
TAKANO, S (WOS:A1989AG15500055) 1989
Groth, U (WOS:000221385700029) 2004
BLICKE FF (WOS:000225611400012.1) 1942; 1
HELLMANN, H (WOS:A1956WV76300002) 1956; 68
FARBEROV, MI (WOS:A19639704A00011) 1963; 148
GRAS, JL (WOS:A1978FA79100012) 1978
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Snippet A series of aldehydes carrying different functional groups was transformed directly into the a-methylene derivatives. Dialdehydes behaved comparably at both...
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Chemistry, Organic
Physical Sciences
Science & Technology
Title Mono- and bis-acrolein derivatives by reliable and efficient one-step methylenation of aldehyde precursors
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