Home / Articles / Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium

Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium

Valery Nikolaevich Kalinin 1
Valery Nikolaevich Kalinin
, 
Irina Leonidovna Belyakova 1
Irina Leonidovna Belyakova
, 
Vladimir Vladimirovich Derunov 1
Vladimir Vladimirovich Derunov
, 
Jin K Park 2
Jin K Park
, 
Helmut Schmidhammer 3
Helmut Schmidhammer
Published 28 February 1995 , received 22 September 1994
Communication , Volume 5, Issue 1, 22-23
9
Share
Cite this
GOST
 | 
Cite this
GOST
Kalinin V. N. et al. Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium // Mendeleev Communications. 1995. Vol. 5. No. 1. pp. 22-23.
GOST all authors (up to 50)
Kalinin V. N., Belyakova I. L., Derunov V. V., Park J. K., Schmidhammer H. Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium // Mendeleev Communications. 1995. Vol. 5. No. 1. pp. 22-23.
RIS
 | 
Cite this
RIS
TY - JOUR
DO - 10.1070/MC1995v005n01ABEH000443
UR - https://mendcomm.colab.ws/publications/10.1070/MC1995v005n01ABEH000443
TI - Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium
T2 - Mendeleev Communications
AU - Kalinin, Valery Nikolaevich
AU - Belyakova, Irina Leonidovna
AU - Derunov, Vladimir Vladimirovich
AU - Park, Jin K
AU - Schmidhammer, Helmut
PY - 1995
DA - 1995/02/28
PB - Mendeleev Communications
SP - 22-23
IS - 1
VL - 5
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
@article{1995_Kalinin,
author = {Valery Nikolaevich Kalinin and Irina Leonidovna Belyakova and Vladimir Vladimirovich Derunov and Jin K Park and Helmut Schmidhammer},
title = {Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium},
journal = {Mendeleev Communications},
year = {1995},
volume = {5},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1995v005n01ABEH000443},
number = {1},
pages = {22--23},
doi = {10.1070/MC1995v005n01ABEH000443}
}
MLA
Cite this
MLA
Kalinin, Valery Nikolaevich, et al. “Synthesis and Properties of π-Complexes of Morphine Alkaloids with Palladium.” Mendeleev Communications, vol. 5, no. 1, Feb. 1995, pp. 22-23. https://mendcomm.colab.ws/publications/10.1070/MC1995v005n01ABEH000443.
Views / Visits / Downloads
38 / 38 / 52

Abstract

Treatment of 6β-chloro-6-deoxycodeine 1 with Pd(PPh3)4 yields 6-demethoxythebaine 2 and the π-allylic palladium complex 3, which further reacts with RZnX to give the cross-coupling product of the allylic ligand and R (compounds 5 and 6, respectively). The same products are formed upon reaction of 6β-chloro-6-deoxycodeine 1 with RZnX in the presence of catalytic amounts of Pd(PPh3)4.

References

1.
10.1070/MC1995v005n01ABEH000443_bib1
Kalinin
Zh. Vses. Khim. O-va im. D. I. Mendeleeva, 1991
2.
The preparation and some reactions of the irontricarbonyl complex of thebaine
3.
10.1070/MC1995v005n01ABEH000443_bib3
Bentley
Chemistry of Alkaloids, 1970
5.
10.1070/MC1995v005n01ABEH000443_bib5
Kalinin
Dokl. Akad. Nauk SSSR, 1988
6.
10.1070/MC1995v005n01ABEH000443_bib6
Kalinin
Khim. Farm. Zh., 1989
7.
Thermolysis of O-allyl S-alkyl dithiocarbonates of codeine and isocodeine.
FUJII I., KOREYUKI M., KANEMATSU K.
Chemical and Pharmaceutical Bulletin, 2011
8.
Isoerization of allylic acetates catalyzed by palladium. New method for stereocontrol.
Trost B.M., Verhoeven T.B., Fortunak J.M., McElvain S.M.
Tetrahedron Letters, 1979
9.
6-Demethoxythebaine and its conversion to analgesics of the 6,14-ethenomorphinan type
Hutchins C.W., Cooper G.K., Puerro S., Rapoport H.
Journal of Medicinal Chemistry, 1981