A. Viger, S. Coustal, A. Marquet
1978
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron
Abstract
Abstract The synthesis of 4β and 4α-deuterio 3β, 17β-dihydroxyandrost-5-ene, based on the reduction of 6β-bromo-17β-hydroxyandrost-4-ene-3 one benzoate and of its deuterated homologue by LiAlH4, is reported. This SN2' reaction requires a syn relationship of entering and departing groups. The conditions for the synthesis of androst-5-ene-3,17-dione sterospecifically labelled at the 4 position are discussed.