Tetrahedron Letters p. 2149 - 2152 (1998)
Update date:2022-08-03
Topics:
Aoyagi, Sakae
Hasegawa, Yoko
Hirashima, Shintaro
Kibayashi, Chihiro
A new practical route for the first total synthesis of (+)- homopumiliotoxin 223G is described, in which the palladium-catalyzed carbonylation of the vinyl iodide, leading to efficient construction of the quinolizidine nucleus incorporating the (Z)-alkylidene side chain, is the key strategic clement. Another key feature of this synthesis involves the Lewis acid-induced chelation-controlled propargylation using the allenylsilane with complete diastereoselectivity.
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