The medicinal chemist

After my diploma thesis on the isolation and structure elucidation of natural products with Prof. F. Bohlmann (Tech. Univ. Berlin) [1-4] I finished my PhD Thesis "Diastereoselective and Enantioselective ways to Indolalkaloides" with Prof. E. Winterfeldt (U. Hannover) in 1983. [5]

After my PhD I worked as a postdoc for Prof. Jack E. Baldwin at Oxford on two different topics:

a) Conjugative Isomerisation of beta,gamma-Unsaturated Esters. Stereochemical Generalization an Prediction for 1,3-Prototropic Shifts under Basic Conditions; [6]

b) Biomimetic Synthesis of Penicillin. [7]

Since 1985 I have been working with Prof. R. Wiechert and Prof. U. Eder (1993) at Schering AG Berlin on different problems in the steroid and heterocyclic field. This work resulted in several papers [8-10] and patents. [11-29] A new application of Palladium for the preparation of an important drug was found. [30] Part of these results are being written up for publication. Furthermore I have written a review on "Fluorine in organic Synthesis" [31] as well as the chapter "Synthesis of Halides" in volume 9 "Comprehensive Organic Synthesis" by Barry M. Trost. I am the author of the chapter on the "Formation of C-Hal Bonds" in volume E 21 d "Houben-Weyl Methods of Organic Chemistry Stereoselective Synthesis" by G. Helmchen, R. W. Hoffmann, J. Mulzer and E. Schaumann.

My main professional interests are hormones, drug design and fluorine chemistry.

Publications

[1] Bohlmann, F.; Bohlmann, R. Naturally occurring terpene derivatives. Part 273. A caryophyllene derivative from Leucanthemum maximum. Phytochemistry 1980, 19, 2469.

[2] Dominguez, X. A.; Frnaco, R.; Bohlmann, F.; Bohlmann, R. A pseudoguaianolide from Hymenoxys linearifolia. Phytochemistry 1980, 19, 2204.

[3] Bohlmann, F.; Bohlmann, R. Naturally occurring terpene derivatives. Part 280. Three guaianolides from Hypochoeris radicata. Phytochemistry 1980, 19, 2045.

[4] Bohlmann, F.; Zdero, C.; Bohlmann, R.; King, R. M.; Robinson, H. Naturally occurring terpene derivatives. Part 251. New sesquiterpenes from Liabum species. Phytochemistry 1980, 19, 579.

[5] Bohlmann, C.; Bohlmann, R.; Rivera, E. G.; Vogel, C.; Manandhar, M. D.; Winterfeldt, E. Reactions with indole derivatives. LIII. Enantioselective total synthesis of (+)-geissoschizine and (-)-geissoschizol. Liebigs Ann. Chem. 1985, 1752.

[6] Alcock, S. G.; Baldwin, J. E.; Bohlmann, R.; Harwood, L. M.; Seeman, J. I. On the conjugative isomerizations of beta, gamma-unsaturated esters. Stereochemical generalizations and predictions for 1,3-prototropic shifts under basic conditions. J. Org. Chem. 1985, 50, 3526.

[7] Baldwin, J. E.; Adlington, R. M.; Bohlmann, R. Biomimetic synthesis of penicillin. J. Chem. Soc., Chem. Commun. 1985, 357.

[8] Bull, J. R.; Grundler, C.; Laurent, H.; Bohlmann, R.; Mueller, F. A. Cycloaddition mediated synthesis and rearrangement of 16-functionalized 14Â,17Â-etheno-19-norsteroids. Tetrahedron 1994, 50, 6347.

[9] Bohlmann, R. A new route to steroidal vinyl fluorides. Tetrahedron Lett. 1994, 35, 85.

[10] Bohlmann, R. Squalene folding: an old acquaintance?. Angew. Chem. 1992, 104, 596; Angew. Chem. Int. Ed. Engl. 1992, 31, 582.

[11] Bohlmann, R.; Bittler, D.; Gottwald, M.; Muhn, P.; Nishino, Y.; Schoenecker, B.; Hobe, G. 1-(substituted methyl)- androsta-1,4-diene-3,17-diones as aromatase inhibitors. Ger. Offen. 4330237, Prio. 02.09.93, Chem. Abstr. 123, 9761.

[12] Bohlmann, R.; Sauer, G.; Wachtel, H. Fluorinated ergolines. Ger. Offen. 4333287, Prio. 25.09.93, Chem. Abstr. 122, 291260.

[13] Bohlmann, R. Preparation of N-fluoromethansulfonimide as a fluorinating agent. Ger. Offen. 4313664, Prio. 20.04.93, Chem. Abstr. 122, 132608.

[14] Kuenzer, H.; Bohlmann, R. Preparation of 7-alkylestra-1,3,5(10)-trienes. Ger. Offen. 4218743, Prio. 04.06.92, Chem. Abstr. 120, 134927.

[15] Bohlmann, R.; Kuenzer, H.; Muhn, S. H. P.; Nishino, Y.; Schneider, M. Preparation of 11ß-substituted 14,17-ethanoestratrienes as antiestrogens. Ger. Offen. 4132182, Prio. 24.09.91, Chem. Abstr. 119, 72920.

[16] Bohlmann, R.; Laurent, H. Preparation of 6-methylenesteroids via Mannich reaction of steroid 4-en-3-one derivatives. Ger. Offen. 4121484, Prio. 26.06.91, Chem. Abstr. 118, 192098.

[17] Strehlke, P.; Bohlmann, R.; Muhn, P.; Nishino, Y.; Schneider, M. Bicyclic substituted vinylimidazoles, -triazoles and -tetrazoles. Eur. Pat. Appl. 518457, Prio. 14.06.91, Chem. Abstr. 118, 191743.

[18] Bohlmann, R.; Strehlke, P.; Muhn, S. H. P.; Nishino, Y.; Schneider, M. Preparation of bisheteroaryl(imidazo)methanes as estrogen inhibitors. Eur. Pat. Appl. 501592, Prio. 01.03.91, Chem. Abstr. 117, 212499.

[19] Bohlmann, R.; Henderson, D. Preparation of 2- and 4-fluoro-1-methylandrosta-1,4-diene-3,17-dione as aromatase inhibitors. Ger. Offen. 4102948, Prio. 29.01.91, Chem. Abstr. 117, 192155.

[20] Strehlke, P.; Bohlmann, R.; Schneider, M.; Nishino, Y.; Muhn, S. H. P. Preparation of vinylazoles as aromatase inhibitors. Ger. Offen. 4039559, Prio. 07.12.90, Chem. Abstr. 117, 90304.

[21] Bohlmann, R.; Kuenzer, H.; Wiechert, R.; Henderson, D.; Schneider, M.; Nishino, Y. 14,17alfa-Etheno- and ethanoestratrienes as pharmaceutical intermediates. Eur. Pat. Appl. 410554, Prio. 28.07.89, Chem. Abstr. 115, 29717.

[22] Bohlmann, R.; Strehlke, P.; Henderson, D.; Schneider, M.; Nishino, Y. Preparation of cycloalkyleneazoles as aromatase inhibitors. Eur. Pat. Appl. 411735, Prio. 04.08.89, Chem. Abstr. 114, 247288.

[23] Kuenzer, H.; Bohlmann, R. Preparation of substituted estra-1,3,5(10)-trienes. Ger. Offen. 4018828, Prio. 08.06.89, Chem. Abstr. 114, 185843.

[24] Strehlke, P.; Bohlmann, R.; Henderson, D.; Nishino, J.; Schneider, M. Preparation of imidazolyl- and triazolylalkylcycloketones as aromatase inhibitors. Ger. Offen. 4014006, Prio. 27.04.89, Chem. Abstr. 114, 122382.

[25] Jungblut, P.; Wiechert, R.; Bohlmann, R. Preparation, testing, and formulation of 17-(halomethylene)-1,3,5(10)-estratrien-3-ols as drugs. Ger. Offen. 3741800, Prio. 07.12.87, Chem. Abstr. 111, 214810.

[26] Hofmeister, H.; Sauer, G.; Bohlmann, R.; Henderson, D.; Nishino, Y. Preparation of 1,6Â-dimethyl-15ß-alkyl-1,4-androstadiene-3,17-diones as aromatase inhibitors. Ger. Offen. 3720234, Prio. 12.06.87, Chem. Abstr. 111, 7673.

[27] Bohlmann, R.; Henderson, D.; Kerb, U.; Nishino, Y.; Sauer, G. Preparation and testing of 4,15-disubstituted 4-androstene-3,17-diones as aromatase inhibitors. Eur. Pat. Appl. 286578, Prio. 08.04.87, Chem. Abstr. 110, 115183.

[28] Bohlmann, R.; Sauer, G.; Henderson, D.; Nishino, Y. Preparation and testing of 15-alkyl-19-thioandrost-4-ene-3,17-diones as aromatase inhibitors. Eur. Pat. Appl. 289450, Prio. 30.04.87, Chem. Abstr. 110, 95630.

[29] Bohlmann, R.; Laurent, H.; Hendersen, D.; Nishino, Y. Preparation of 3-methyleneandrost-4-en-17-ones as aromatase inhibitors. Eur. Pat. Appl. 289451, Prio. 30.04.87, Chem. Abstr. 110, 95629.

[30] Bohlmann, R.; Laurent, H.; Hofmeister, H.; Wiechert, R. Preparation of gestodene by a novel method. Ger. Offen. 3710728, Prio. 31.03.87, Chem. Abstr. 110, 95633.

[31] Bohlmann, R. Fluorine in organic synthesis. Nachr Chem., Tech. Lab. 1990, 38, 40, 42.