
Tetrahedron Letters p. 4621 - 4624 (1983)
Update date:2022-08-30
Topics:
Francisco, Cosme G.
Freire, Raimundo
Hernandez, Rosendo
Medina, Maria C.
The photolysis of 26-hydroxy-furostan (5) and (8) in the presence of Pb(OAc)4/I2 affforded spirostan sapogenins (4) and (7) respectively in 80percent yield.This cyclization takes place by an uncommon 1,6-hydrogen shift involving a 7-membered transition state as demonstrated by using specifically deuterium labeled compounds.
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