Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Adlumidiceine enol lactone

The secophthalideisoquinoline enol lactones may exist as Z or geometric isomers. Three pairs of such isomers are known aobamidine (96) (Z) and adlumidiceine enol lactone (97) ( ), /V-methylhydrastine (98) (Z) and (E)-N-methylhydrastine (99) ( ), (Z)-narceine enol lactone (101) and ( )-narceine enol lactone (102). Three of these enol lactones (99, 101, 102) are synthetic products. Lists of these alkaloids, the plant species in which they occur, as well as their spectral data and other references are provided in the review papers (4,5,8). Narceine enol lactones (101 and 102) are described in Refs. 87 and 90. [Pg.265]

Adiumiceine (341), adlumidiceine (340), adlumidiceine enol lactone (337, trans), adlutnine (326), berberine (209b), bicuculline (325), capnoidine (325), coptisine (217b), cryptopine (311), oxysanguinarine (281), protopine (309) (186)... [Pg.57]

Adlumiceine, adlumiceine enol lactone, adlumidiceine, adlumidiceine enol lactone, aobamidine, bicucullinine, fumaramine, Al-methylhydrasteine, Al-methylhydrastine... [Pg.59]

Adlumidiceine enol lactone (337) Aobamidine (= adlumidiceine enol lactone) (337, cis)... [Pg.88]

The enol lactones were synthesized by Hofmann degradation of metho salts of classic phthalideisoquinoline alkaloids. The biogenetically relevant transformations were highly stereospecific. In this way aobamidine (96) was obtained from the methiodide of (erythro) bicuculline (88) (2), and ad-lumidiceine enol lactone (97) was produced from both (threo) isomeric adlumidiceine (89) and capnoidine (90) methiodides (14,15,91-93). (Z)- (98) and ( )-N-methylhydrastine (99) were obtained from / - (91, erythro) and a-N-methylhydrastinium (92, threo) iodides (5,87,91,96-98), respectively, as were (Z)- (101) and (JE)-narceine enol lactones (102) synthesized from a- (94, erythro) and /J-narcotine (95, threo) quaternary N-metho salts (87,90), respectively. In a similar process /J-hydrastine (91) JV-oxide heated in chloroform yielded enol lactone 124 of Z configuration (99) however, a-narcotine (94) N-oxide was transformed to benzoxazocine 125 (99). ... [Pg.267]

Enol lactones can also be obtained from keto acids by enolization-dehydration. Adlumidiceine (103) as well as N-methylhydrasteine (104) when heated in toluene with acetic anhydride or p-toluenosulfonic acid were transformed to enol lactones 97 (97) and 98 (5,102), respectively. Narceine (106) under the influence of PC13 yielded 101 (87,100). [Pg.267]

Adlumidiceine. berberine, bicuculline, copcisine. oorypalmine, corysamine, enol lactone at adlumidiceine. isocorydine, 73, 111, 112... [Pg.392]

Adlumiceine, enol lactone of adlumiceine, adlumidiceine, (-)- dlumine, bicucine, bicuculline, capnoidine, coptisine, 73, 140... [Pg.392]

See other pages where Adlumidiceine enol lactone is mentioned: [Pg.34]    [Pg.54]    [Pg.61]    [Pg.34]    [Pg.54]    [Pg.61]    [Pg.313]    [Pg.479]    [Pg.480]    [Pg.158]    [Pg.88]   
See also in sourсe #XX -- [ Pg.265 , Pg.267 ]



SEARCH



Adlumidiceine

Enol lactones

Lactone enolate

Lactones enolates

Lactones, enolization

© 2024 chempedia.info