A Stereodivergent Approach for Accessing Both C2,8a-Syn and C2,8a-Anti Relative Stereochemical Manifolds in the Lepadin Family via a TiCL(4)-Promoted Aza-[3 + 3] Annulation.
Details in developing a stereodivergent approach to the lepadin family and establishing an entry to both C2,8a-syn and C2,8a-anti relative stereochemical manifolds through a common intermediate are described here. This works paves a foundation for constructing all members of the lepadin family, which consists of three subsets based on an array of interesting relative configurations. These efforts underline the prominence of aza-[3 + 3] annulation as a unified strategy in alkaloid synthesis.
Division of Pharmaceutical Sciences and Department of Chemistry, Wisconsin Center for Natural Products Research, School of Pharmacy, Rennebohm Hall, University of Wisconsin, Madison, WI 53705.
Gang
G
Li
Lauren J
LJ
Carlson
Irina K
IK
Sagamanova
Brian W
BW
Slafer
Richard P
RP
Hsung
Claudio
C
Gilardi
Heather M
HM
Sklenicka
Nadiya
N
Sydroenko