Significant steroids: effective and general synthesis of 4alpha- and 4beta-amino-5alpha-androstanes.
4alpha-Aminosteroids were synthesized by the substitution of a 2alpha-bromo ketone using K(2)CO(3) as an activator; 4beta-aminosteroids were synthesized in excellent yields by a highly regioselective and trans-stereospecific ring opening of a steroidal 3,4alpha-epoxide using ZnCl(2)-H(2)O as a catalyst.
Ke
Xianbing
X
State Key Laboratory of Virology, College of Pharmacy, Wuhan University, Wuhan, P. R. China.
Hu
Hao
H
Zhang
Keda
K
Xu
Wenjin
W
Zhu
Qifeng
Q
Wu
Lamei
L
Hu
Xianming
X
D000731:Androstanes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000737:chemistry; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry; D015032:Zinc / Q000737:chemistry
D000731:Androstanes; D007659:Ketones; D013256:Steroids; D015032:Zinc