By G. R. Stephenson, J.-P. Genet (auth.), G. R. Stephenson (eds.)
Asymmetric synthesis is likely one of the most crucial strategic topics in natural chemistry, and this e-book describes complicated options and their purposes to the economic and laboratory synthesis of significant chiral molecules. The overseas group of hugely revered authors supply rigorous and concise stories in their components of expertise.
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Extra resources for Advanced Asymmetric Synthesis
Bo1m, G. Schlingloff and K. Harm s, Chem. , 1992, 125, 1191. 7. F. Biesemeier, PhD thesis, University of Marburg, 1993. 8. e. Bolm, 1. Muller, G. Schlingloff, M. Zehnder and M. Neuburger, J. Chem. , Chem. , 1993, 182. 9. e. Bolm and J. Muller, Tetrahedron, 1994, SO, 4355. 10. (a) H. Wynberg, Chimia, 1989,43, 150; (b) H. Wynberg, J. Ma cromol. , Sect. A, 1989,26,1033; (c) K. Soai, S. Niwa and H. Hori, J. Chem. , Chem. , 1990,982. II. H. Danda, H. Nishikawa and K. Otaka, J. Org. , 1991,56,6740. 12.
Significantly, when 30 ADVANCED ASYMMETRIC SYNTHESIS & ~ OTBS e Me 0"" PMBO I. Ph) H ~yY~e Me N - o Y 000 •••• Me """ 0 0 OTBS 6Me I. TICI4• i-Pr 2NEI, CH2Cl 2• -20°C. Ih; Cool to -78°C. 5 h (93%) 2. AcOH. 4 o 0 ~l;:;h ~i:;6o. ~ oi~~:~OH' TI W . , 18h. (76%) Y00 Me Me Me (> 99% de) H20 . 90°C. 4h (43%) ::::::.... 5 43 - "/NVR RCHO. 6 the corresponding tri-n-butylstannyl enolates are utilised for the same purpose, syn-aldol adducts are also obtained with high diastereocontrol but 31 CHIRAL ENOLATES with an opposite sense of asymmetric induction, presumably because of the occurrence of internal chelation between the sultam oxygen and the tin moiety during the aldol transition state; a possibility denied to the boron enolates.
Ewald and M. Felder, Chem. ; 1992, 125, 1205; (b) e. Bo1m, Tetrahedron: Asymmetry, 1991,2, 701. 26. A. L. M. A. L. Feringa , Tetrahedron, 1994, SO, 4479. 27. e. Bolm, M. Felder and 1. Muller, Synlett , 1992,439. 28. A. G. R. R. Muci, J. Am. Chem. , 1993, 115,9800. 26 ADVANCED ASYMMETRIC SYNTHESIS 29. (a) H. Sasai, T. Suzuki, N. Itoh and M. , 1993, 34, 851; (b) H. Sasai, T. Suzuki, N. Itoh , K. Tanaka, T. Date, K. Okamura and M. Shibasak i, J. Am . Chern. , 1993, 115, 10372. 30. (a) S. Kobayashi, H.