68156-97-8Relevant articles and documents
Biomimetic Total Syntheses of Clavine Alkaloids
Chaudhuri, Saikat,Bhunia, Subhajit,Roy, Avishek,Das, Mrinal K.,Bisai, Alakesh
, p. 288 - 291 (2018/01/17)
Biomimetic total syntheses of either enantiomers of a number of ergot alkaloids, chanoclavine I (1b), chanoclavine I aldehyde (1c), pyroclavine (1e), festuclavine (1f), pibocin A (1g), 9-deacetoxyfumigaclavine C (1h), and fumigaclavine G (1i), have been achieved from seco-agroclavine (1a). The advanced intermediate for seco-agroclavine (1a) was synthesized via a key thiourea-catalyzed intramolecular nitronate addition onto α,β-unsaturated ester.
ERGOT ALKALOIDS: THE FIRST AND FIVE STEP TOTAL SYNTHESES OF (-)- AND (+)-6,7-SECOAGROCLAVINES, AND THE SYNTHESES OF (-)- AND (+)-6-NOR-6-PROPYL-6,7-SECOAGROCLAVINES ((-)- AND (+)-KSU 1415)
Nakagawa, Kyoko,Somei, Masanori
, p. 873 - 878 (2007/10/02)
Simple synthetic method for optically active 4,5-trans-((-)-and (+)- 6) and 4,5-cis-5-(2-methyl-1-propen-1-yl)-4-nitro-1,3,4,5-tetrahydrobenzindoles ((-)- and (+)-7) was developed.Using these chiral common synthetic intermediates, the first total syntheses of (-)- and (+)-6,7-secoagroclavines were achieved in only five steps.Preparations of (-)- and (+)-6-nor-6-propyl-6,7-secoagroclavines ((-)-and (+)-KSU 1415) are also described.
The chemistry of indoles. XXVII. A practical synthesis of the 1-methoxy analog of an ergot alkaloid, (±)-1-methoxy-6,7- secoagroclavine
Somei,Ohnishi,Shoken
, p. 677 - 681 (2007/10/02)
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