Total synthesis of the elemanolides (±) zempoalin A and B
S Bartel, F Bohlmann
Index: Bartel, S.; Bohlmann, F. Tetrahedron Letters, 1989 , vol. 30, # 6 p. 685 - 688
Full Text: HTML
Citation Number: 14
Abstract
Abstract Starting with a suitable trisubstituted cyclohexanone derivative two further substituents were introduced via an epoxy ketone which after reduction was reacted with the diethylaluminium derivative of ethoxyacetylene. The resulting dihydroxyester afforded the corresponding cis-lactone which could be transformed to (±) zempoalin A and B in the usual way via selenium chemistry.
Related Articles:
Enzymatic resolution of racemic secondary cyclic allylic alcohols
[Winska, Katarzyna; Grudniewska, Aleksandra; Chojnacka, Anna; Bialonska, Agata; Wawrzenczyk, Czeslaw Tetrahedron Asymmetry, 2010 , vol. 21, # 6 p. 670 - 678]
A study of Heck cyclization reactions to form phenanthridine ring systems
[Donaldson, Lauren R.; Haigh, David; Hulme, Alison N. Tetrahedron, 2008 , vol. 64, # 19 p. 4468 - 4477]
An efficient procedure for palladium-catalyzed reduction of aryl/enol triflates
[Kotsuki; Datta; Hayakawa; Suenaga Synthesis, 1995 , # 11 p. 1348 - 1350]
[Baldwin, S. W.; Wilkinson, J. M. Journal of the American Chemical Society, 1980 , vol. 102, # 10 p. 3634 - 3635]