Tetrahedron

Deoxygenation reactions of c19-diterpenoid alkaloids

P Kulanthaivel, SW Pelletier

Index: Kulanthaivel, Palaniappan; Pelletier, S. William Tetrahedron, 1988 ,  vol. 44,  # 14  p. 4313 - 4320

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Citation Number: 9

Abstract

Efficient methods for deoxygenation of secondary and tertiary alcohols of some C19- diterpenoid alkaloids are presented. Delphisine (12) was converted to 1-deoxydelphisine (19) via either 1, 2-pyrodelphisine (17) or phenyl thionocarbonate 20. The following alkaloids were deoxygenated via their thiocarbonylimidazolyl derivatives: 14- acetyldelcosine (13) to 14-acetyl-l-deoxydelcosine (22); alkaline hydrolysis of 22 gave 1- ...