1966
DOI: 10.1002/hlca.19660490632
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Synthesen substituierter Butenolide

Abstract: Es wird die Darstellung von Butenoliden des Typs II beschrieben, und es werden die Erfahrungen diskutiert, die bei der Kondensation dieser Verbindungen mit β‐Mercapto‐acrylestern gemacht wurden.

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Cited by 20 publications
(5 citation statements)
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References 10 publications
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“…productive area of research. Recently, we reported an annelation approach to certain eudesmane and elemane sesquiterpenes, in which the 1,6-annelation reagent 2 is used in construction of the linear tricyclic lactone 3a.1 The relative stereochemistry at C (8) and C(10) in 3 is identical with that present in dihydrocallitrisin (4), a new sesquiterpene lactone isolated from the heartwood of Callitris columellaris.2 This configuration is rare and differs from that found in the more common eudesmane sesquiterpenes such as alantolactone (5).3 Herein, we establish the flexibility of our approach to these sesquiterpenes by reporting the synthesis of (//-7,8-epialantolactone (9). In a future report, we will present the first total synthesis of (//-dihydrocallitrisin (4).…”
mentioning
confidence: 99%
“…productive area of research. Recently, we reported an annelation approach to certain eudesmane and elemane sesquiterpenes, in which the 1,6-annelation reagent 2 is used in construction of the linear tricyclic lactone 3a.1 The relative stereochemistry at C (8) and C(10) in 3 is identical with that present in dihydrocallitrisin (4), a new sesquiterpene lactone isolated from the heartwood of Callitris columellaris.2 This configuration is rare and differs from that found in the more common eudesmane sesquiterpenes such as alantolactone (5).3 Herein, we establish the flexibility of our approach to these sesquiterpenes by reporting the synthesis of (//-7,8-epialantolactone (9). In a future report, we will present the first total synthesis of (//-dihydrocallitrisin (4).…”
mentioning
confidence: 99%
“…Data were also obtained suggesting that 268 is bactericidal to Escherichia coli [174]. In 1966, 4-bromomethyl-3-ethoxycarbonyl-2(5H)furanone (277 ) was synthesized in two steps starting from diethyl isopropylidenemalonate (275) (Scheme 98) [186].…”
Section: Scheme 94 Synthesis Of 3-bromo-4-(dibromomethyl)-2(5h)-furamentioning
confidence: 99%
“…[717] The addition of phenols and arylthiols to propiolic acids and propiolate esters gives a mixture of E and Z isomers. Recently published reaction conditions make use of alkyl amine catalysis to control E:Z ratios.…”
Section: Introductionmentioning
confidence: 99%