Matches in SemOpenAlex for { <https://semopenalex.org/work/W4236168846> ?p ?o ?g. }
- W4236168846 endingPage "594" @default.
- W4236168846 startingPage "589" @default.
- W4236168846 abstract "Abstract The Caglioti reaction is the conversion of a carbonyl group in either ketones or aldehydes into a methylene group or an olefinic moiety with vicinal carbon by treatment of the corresponding p ‐tosylhydroazones of the ketones oraldehydes with a hydride base. When diborane is applied as a hydride source, the Caglioti reaction is often carried out for the reduction of α,β‐unsaturated ketones in the presence of acetic anhydride. It has been found that when diborane is generated in situ from NaBH 4 and BF 3 ·Et 2 O in diglyme while moisture and air are rigorously expelled from the reaction system, high yields of alkenes can be achieved from α,β‐unsaturated ketones. The higher reactivity of diborane in diglyme rather than in THF has been noticed. The LiAlH 4 can simultaneously remove the α‐nitro group and reduce the carbonyl group so that the p ‐tosylhydrazones of α‐nitroketones in THF can be directly converted into saturated hydrocarbons. When NaBH 4 is applied for the reduction of p ‐tosylhydrazones of ketones, the reactions are often refluxed in methanol or dioxane. Sodium cyanoborohydride (NaBH 3 CN) has been found to be mild and highly selective reagent and the catecholborane as the hydride source gives only a single hydrocarbon product on the reduction of the tosylhydrazones of ketones and aldehydes." @default.
- W4236168846 created "2022-05-12" @default.
- W4236168846 date "2010-09-15" @default.
- W4236168846 modified "2023-10-16" @default.
- W4236168846 title "Caglioti Reaction" @default.
- W4236168846 cites W1528011932 @default.
- W4236168846 cites W1970907396 @default.
- W4236168846 cites W1973677234 @default.
- W4236168846 cites W1974723681 @default.
- W4236168846 cites W1976209613 @default.
- W4236168846 cites W1981041795 @default.
- W4236168846 cites W1984918097 @default.
- W4236168846 cites W1998746239 @default.
- W4236168846 cites W1998839964 @default.
- W4236168846 cites W2000031538 @default.
- W4236168846 cites W2004974898 @default.
- W4236168846 cites W2006599228 @default.
- W4236168846 cites W2013093404 @default.
- W4236168846 cites W2013105734 @default.
- W4236168846 cites W2014699623 @default.
- W4236168846 cites W2015903676 @default.
- W4236168846 cites W2030091435 @default.
- W4236168846 cites W2032078888 @default.
- W4236168846 cites W2043051776 @default.
- W4236168846 cites W2046315930 @default.
- W4236168846 cites W2046575256 @default.
- W4236168846 cites W2046973008 @default.
- W4236168846 cites W2053159812 @default.
- W4236168846 cites W2059347546 @default.
- W4236168846 cites W2062329414 @default.
- W4236168846 cites W2070064358 @default.
- W4236168846 cites W2075005722 @default.
- W4236168846 cites W2080642542 @default.
- W4236168846 cites W2081779407 @default.
- W4236168846 cites W2081829960 @default.
- W4236168846 cites W2084692197 @default.
- W4236168846 cites W2121197435 @default.
- W4236168846 cites W2140089652 @default.
- W4236168846 cites W2172152278 @default.
- W4236168846 cites W2313482997 @default.
- W4236168846 cites W2323405974 @default.
- W4236168846 cites W2326983661 @default.
- W4236168846 cites W2328196886 @default.
- W4236168846 cites W2333562014 @default.
- W4236168846 cites W2335777457 @default.
- W4236168846 cites W2949167912 @default.
- W4236168846 cites W2949689843 @default.
- W4236168846 cites W2950283013 @default.
- W4236168846 cites W2951781267 @default.
- W4236168846 cites W2951914668 @default.
- W4236168846 cites W4235450846 @default.
- W4236168846 cites W4239427635 @default.
- W4236168846 cites W4253143214 @default.
- W4236168846 doi "https://doi.org/10.1002/9780470638859.conrr129" @default.
- W4236168846 hasPublicationYear "2010" @default.
- W4236168846 type Work @default.
- W4236168846 citedByCount "0" @default.
- W4236168846 crossrefType "other" @default.
- W4236168846 hasConcept C155647269 @default.
- W4236168846 hasConcept C161790260 @default.
- W4236168846 hasConcept C178790620 @default.
- W4236168846 hasConcept C185592680 @default.
- W4236168846 hasConcept C196306401 @default.
- W4236168846 hasConcept C2777873371 @default.
- W4236168846 hasConcept C2777961443 @default.
- W4236168846 hasConcept C2778072282 @default.
- W4236168846 hasConcept C2779825165 @default.
- W4236168846 hasConcept C2779854550 @default.
- W4236168846 hasConcept C2780048404 @default.
- W4236168846 hasConcept C2780471494 @default.
- W4236168846 hasConcept C40875361 @default.
- W4236168846 hasConcept C501308230 @default.
- W4236168846 hasConcept C512968161 @default.
- W4236168846 hasConceptScore W4236168846C155647269 @default.
- W4236168846 hasConceptScore W4236168846C161790260 @default.
- W4236168846 hasConceptScore W4236168846C178790620 @default.
- W4236168846 hasConceptScore W4236168846C185592680 @default.
- W4236168846 hasConceptScore W4236168846C196306401 @default.
- W4236168846 hasConceptScore W4236168846C2777873371 @default.
- W4236168846 hasConceptScore W4236168846C2777961443 @default.
- W4236168846 hasConceptScore W4236168846C2778072282 @default.
- W4236168846 hasConceptScore W4236168846C2779825165 @default.
- W4236168846 hasConceptScore W4236168846C2779854550 @default.
- W4236168846 hasConceptScore W4236168846C2780048404 @default.
- W4236168846 hasConceptScore W4236168846C2780471494 @default.
- W4236168846 hasConceptScore W4236168846C40875361 @default.
- W4236168846 hasConceptScore W4236168846C501308230 @default.
- W4236168846 hasConceptScore W4236168846C512968161 @default.
- W4236168846 hasLocation W42361688461 @default.
- W4236168846 hasOpenAccess W4236168846 @default.
- W4236168846 hasPrimaryLocation W42361688461 @default.
- W4236168846 hasRelatedWork W1514896703 @default.
- W4236168846 hasRelatedWork W1968393909 @default.
- W4236168846 hasRelatedWork W1983444105 @default.
- W4236168846 hasRelatedWork W2328547082 @default.
- W4236168846 hasRelatedWork W2332856181 @default.
- W4236168846 hasRelatedWork W2904959892 @default.
- W4236168846 hasRelatedWork W2944516060 @default.