A number of selective reductions using borane end metal borohydrides has been described. In our studies of hydroboration of steroid conjugated ketones under different conditions and with different solvents we have found that borane reduces in a good yield the carbonyl group in C-3 of progesterone, without affecting the carbonyl in C-20, as well as the Delta4 double bound, thus giving as the main product, 3beta-hydroxy- 20-keto-Delta4-pregnene, which was obtained in a pure state by direct crystallization of the reaction product from methanol.
TY - JOUR
AU - Stefanović, Milutin
AU - Lajšić, Stevan D.
PY - 1967
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4661
AB - A number of selective reductions using borane end metal borohydrides has been described. In our studies of hydroboration of steroid conjugated ketones under different conditions and with different solvents we have found that borane reduces in a good yield the carbonyl group in C-3 of progesterone, without affecting the carbonyl in C-20, as well as the Delta4 double bound, thus giving as the main product, 3beta-hydroxy- 20-keto-Delta4-pregnene, which was obtained in a pure state by direct crystallization of the reaction product from methanol.
PB - Elsevier
T2 - Tetrahedron Letters
T1 - Selective borane reductions of progesterone
VL - 8
IS - 19
SP - 1777
EP - 1779
DO - 10.1016/S0040-4039(00)90721-4
ER -
@article{
author = "Stefanović, Milutin and Lajšić, Stevan D.",
year = "1967",
abstract = "A number of selective reductions using borane end metal borohydrides has been described. In our studies of hydroboration of steroid conjugated ketones under different conditions and with different solvents we have found that borane reduces in a good yield the carbonyl group in C-3 of progesterone, without affecting the carbonyl in C-20, as well as the Delta4 double bound, thus giving as the main product, 3beta-hydroxy- 20-keto-Delta4-pregnene, which was obtained in a pure state by direct crystallization of the reaction product from methanol.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "Selective borane reductions of progesterone",
volume = "8",
number = "19",
pages = "1777-1779",
doi = "10.1016/S0040-4039(00)90721-4"
}
Stefanović, M.,& Lajšić, S. D.. (1967). Selective borane reductions of progesterone. in Tetrahedron Letters
Elsevier., 8(19), 1777-1779.
https://doi.org/10.1016/S0040-4039(00)90721-4
Stefanović M, Lajšić SD. Selective borane reductions of progesterone. in Tetrahedron Letters. 1967;8(19):1777-1779.
doi:10.1016/S0040-4039(00)90721-4 .
Stefanović, Milutin, Lajšić, Stevan D., "Selective borane reductions of progesterone" in Tetrahedron Letters, 8, no. 19 (1967):1777-1779,
https://doi.org/10.1016/S0040-4039(00)90721-4 . .
