By Dieter Enders, Karl-Erich Jaeger, Günter Helmchen
Edited via of the major researchers within the box, this booklet presents a deep, interdisciplinary perception into stoichiometric and catalytic reactions during this continually increasing region. A plethora of best German scientists with a global recognition covers a number of points, from classical natural chemistry to strategy improvement, and from the theoretical history to organic equipment utilizing enzymes. during the concentration is at the improvement of recent artificial equipment in uneven synthesis, the synthesis of ordinary and bioactive compounds and the most recent advancements in either chemical and organic equipment of catalysis, in addition to the research of distinct technical and biotechnical features.
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15). Because 3-substituted 1,2-amino alcohols and even β -alkyl- γ -hydroxy- δ -amino esters are potentially precursors to pharmacologically interesting materials, further investigations have been carried out to extend the methodology in this direction. 16). 1 Development of Novel Enantioselective Synthetic Methods R1 Bn2N CO2R2 HO O OH (R)-57 (ee =92 - 94%) 54 1. (COCl2), DMSO, Et3N 2. (S,S)-53, mol. sieves, HCN Bn2N 55% Me * O O N 1. LDA, THF 2. (E)-R1CH=CHCO2R2 3. ) 4. 15 Enantioselective synthesis of 3-substituted 5-amino-4-oxo esters and succinic half-esters.
Raabe, Heterocycles 2000, 52, 733; c) D. Enders, P. Teschner, G. Raabe, Synlett 2000, 637; d) D. Enders, P. Teschner, G. Raabe, J. Runsink, Eur. J. Org. Chem. 2001, 4463. a) D. Enders, C. F. Janeck, Synlett 2000, 641; b) D. Enders, C. F. Janeck, G. Raabe, Eur. J. Org. Chem. 2000, 3337. a) M. Peuckert, W. Keim, Organometallics 1983, 2, 594; b) W. -Tech. 1984, 56, 850; c) E. R. Freitas, C. R. Gum, Chem. Eng. Prog. 1979, 75, 73. a) S. D. Perera, B. L. Shaw, J. Organomet. Chem. 1991, 402, 133; b) D.
34) [97]. By ring-opening of the new diastereo- and enantiomerically pure γ -sultones (R,R)-125 a pathway to pharmacologically interesting sulfonic acid derivatives was opened proceeding via an SN2 mechanism with inversion of configuration at the attacked γ -carbon atom. 35). 36) [101]. Cleavage of the chiral auxiliary with simultaneous conversion of the primary nitro group to the corresponding ester (R,R)-130c in a Meyer reaction was accomplished in 78% yield by refluxing the substrates in 2% TFA/EtOH.