A Biomimetic Approach to C-nor-D-homo-Steroids
P. Heretsch, S. Rabe, A. Giannis – 2010
A biomimetic three-step transformation of classical “6-6-6-5”-steroids into their C-nor-D-homo-counterparts gives an easy and fast access to this highly important substructure of natural products, as it is found in cyclopamine, and nakiterpiosin. A novel reagent combination allows for the rearrangement even of 17-keto steroids with high endoselectivity. In several examples the broadness of this strategy is outlined.
Title
A Biomimetic Approach to C-nor-D-homo-Steroids
Author
P. Heretsch, S. Rabe, A. Giannis
Date
2010
Identifier
DOI: 10.1021/ja103152k
Citation
J. Am. Chem. Soc. 2010, 132, 9968-9969