218628-44-5Relevant articles and documents
Chemoenzymatic approaches to the montanine alkaloids: A total synthesis of (+)-brunsvigine
Banwell, Martin G.,Kokas, Okanya J.,Willis, Anthony C.
, p. 3503 - 3506 (2008/02/12)
The readily available and enzymatically derived cis-1,2-dihydrocatechols 3a and 3b have been elaborated over 17 steps, including a novel radical addition/elimination sequence, into the enantiomer, (+)-1, of the montanine alkaloid brunsvigine [(-)-1].
Formal synthesis of (±)-pancracine using stereoselective radical cyclization of N-(2-cyclohexenyl)-α-aryl-α-(phenylthio)acetamide
Ikeda, Masazumi,Hamada, Masahiro,Yamashita, Takashi,Ikegami, Fumi,Sato, Tatsunori,Ishibashi, Hiroyuki
, p. 1246 - 1248 (2007/10/03)
(Me3Si)3SiH-mediated 5-exo-trig radical cyclization of N-(2-cyclohexcnyl)-α-aryl-α-(phenylthio)acetamide 19 proceeded in a stereoselective manner to give (3R*,3aS*,7aS*)-3-aryloctahydroindol-2-one 20. The product was transformed into the key intermediate 25 for the synthesis of (±)-pancracine (1), a montanine-type Amaryllidaceae alkaloid.