90-39-1Relevant articles and documents
ALKALOID DISTRIBUTION IN SOME SPECIES OF THE PAPILIONACEOUS TRIBES SOPHOREAE, DALBERGIEAE, LOTEAE, BRONGNIARTIEAE AND BOSSIAEEAE
Kinghorn, A. Douglas,Balandrin, Manuel F.,Lin, Lee-Juian
, p. 2269 - 2276 (1982)
Quinolizidine and dipiperidine alkaloid profiles have been determined for various plant parts of ten papilionaceous species in the tribes Sophoreae, Dalbergieae, Brongniartieae and Bossiaeeae.Alkaloids have been identified for the first time from species in the tribes Dalbergieae (Dalbergia monetaria) and Brongniartieae (Harpalyce formosa var. formosa) of Polhill's classification system of the Papilionoideae.No alkaloids were detected in seeds of several Lotus species (tribe Loteae).Quinolizidine-indolizidine alkaloids of the leontidine type, including 11-epileontidane, a new compound, were obtained from the leaves and stems of Maackia amurensis. 11,12-Dehydrosparteine, a compound which has not previously been characterized as a natural product, was observed in an extract of the stems of Templetonia egena. - Key Word Index - Papilionoideae; tribes Sophoreae, Dalbergieae, Loteae, Brongniartieae, Bossiaeeae; Leguminosae; chemotaxonomy; quinolizidine alkaloids; 11-epileontidane; 11,12-dehydrosparteine.
The Enantioselective Total Synthesis of Bisquinolizidine Alkaloids: A Modular “Inside-Out” Approach
Scharnagel, Dagmar,Goller, Jessica,Deibl, Nicklas,Milius, Wolfgang,Breuning, Matthias
supporting information, p. 2432 - 2435 (2018/02/16)
Bisquinolizidine alkaloids are characterized by a chiral bispidine core (3,7-diazabicyclo[3.3.1]nonane) to which combinations of an α,N-fused 2-pyridone, an endo- or exo-α,N-annulated piperidin(on)e, and an exo-allyl substituent are attached. We developed a modular “inside-out” approach that permits access to most members of this class. Its applicability was proven in the asymmetric synthesis of 21 natural bisquinolizidine alkaloids, among them more than ten first enantioselective total syntheses. Key steps are the first successful preparation of both enantiomers of C2-symmetric 2,6-dioxobispidine by desymmetrization of a 2,4,6,8-tetraoxo precursor, the construction of the α,N-fused 2-pyridone by using an enamine-bromoacrylic acid strategy, and the installation of endo- or, optionally, exo-annulated piperidin(on)es.
PROCESS FOR CONVERTING LUPANINE INTO SPARTEINE
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Page/Page column 6; 7, (2014/12/12)
The present invention relates to processes for preparing enantiopure Lupanine and Sparteine.