Asymmetric induction in the reduction of chiral imines. Stereospecific synthesis of 20α-amino 5α-pregnan 3β-ol(Funtuphyllamine A).

Amino steroids - functionalization of po

Amino steroids - functionalization of position 20 from position 18 in a pregnane system through a Hofmann-Löffler process. predominant formation of 5α-heteroconan-3β-ol

✍ G. van De Woude; M. Biesemans; L. van Hove 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 401 KB

## Abstract __The Hofmann‐Löffler sequence of reactions applied to 18‐methylamino‐5α‐pregnan‐3β‐ol led to Sα‐heteroconan‐3β‐ol__ (11, __20B~F~ or 20R configuration) and to 5α‐conan‐3β‐ol__ (12, __20α~F~ or 20S configuration, as in natural conanine derivatives) in a ratio of 8 to 1, to the exclusion