By Jacques Royer, H. P. Husson
Right here, all features of the subject are offered in a compact demeanour. The booklet is obviously established, and divided into sections -- uneven synthesis of heterocycles containing just one nitrogen and that of these with multiple nitrogen as a heteroatom -- such that the mandatory details could be came across at a look. The foreign workforce of authors offers vital experimental systems, together with commercial applications.Essential for man made chemists in pharmaceutical and agrochemical chemistry.
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Additional resources for Asymmetric Synthesis of Nitrogen Heterocycles
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R′ R′ Red O R3 NHR2 R3 R′ MeSO2Cl OH TEA 65–76% NHR2 R3 N R2 When the reacting hydroxy derivative was obtained by reduction of hydroxyaspartate , the presence of two possible leaving groups generated a competition between three-membered and four-membered rings. A strong effect of the starting aminoalcohol stereochemistry on the regioselectivity of the process was demonstrated. OH MeOOC NHR OMs (1) BH3SMe2 NaBH4 COOMe MsO COOMe MsO 73% NHR (2) MsCl, Py 70% Overall yield TEA COOMe N R On polyfunctionalized amino alcohols, precursors of sphingosine-derived alkaloids named penaresidins, crucial cyclization has been induced under mild Mitsunobu conditions to yield enantiopure azetidines .
K. (2006) Acc. Chem. , 39, 194–206; (h) Singh, G. , D’hooghe, M. and De Kimpe, N. (2007) Chem. , 107, 2080–135. , Scriven E. and Taylor R. (eds) (2008) Comprehensive Organic Chemistry, Vol. 1, Elsevier. 45 46 1 Asymmetric Synthesis of Three- and Four-Membered Ring Heterocycles 3 Hodgkinson, T. J. and Shipman, 4 5 6 7 8 9 10 11 12 13 14 15 16 M. (2001) Tetrahedron, 57, 4467. Kasai, M. and Kono, M. (1992) Synlett, 778. Schirmeister, T. (1999) Biopolymers, 51, 87. Stapley, E. , Miller, A. , Hernandez, S.
Asymmetric Synthesis of Nitrogen Heterocycles by Jacques Royer, H. P. Husson