Bicyclische β‐Sultame: Darstellung aus monocyclischen β‐Aminothiolen und einige Eigenschaften
作者： Peter Schwenkkraus , Hans-Hartwig Otto
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摘要: 2-Cyclaminmethanole 3 werden in 2-Cyclaminmethanthiole 7 umgewandelt, aus denen durch oxidative Chlorierung cyclisch substituierte Taurinsaure-chloride 8 zuganglich sind. Durch Behandlung mit Basen die bicyclischen β-Sultame 9 uberfuhrt. Spektroskopische Eigenschaften und Solvolyseverhalten von diskutiert. Bicyclic β-Sultams: Synthesis from Monocyclic β-Aminothiols and Some Properties The cyclamine methanethiols are prepared the corresponding alcohols oxidatively transformed by treatment with chlorine into cyclic substituted taurinechlorides 8. Upon bases, is cyclized yielding bicyclic β-sultams 9. spectroscopic properties solvolysis of briefly discussed.
sci-hub.se 参考文章(27)
O. Vogl, M. P�hm, Reduktion von Aminos�uren zu Aminoalkoholen mittels Lithiumaluminiumhydrid Monatshefte f�r Chemie. ,vol. 83, pp. 541- 543 ,(1952) , 10.1007/BF00938581
Hans-Hartwig Otto, Peter Schwenkkraus, β-Sultams II: Synthesis of tri-, tetra- and pentamethylene- 1,2-thiazetidine 1,1-dioxides Tetrahedron Letters. ,vol. 23, pp. 5389- 5390 ,(1982) , 10.1016/0040-4039(82)80137-8
William H. Pirkle, David L. Sikkenga, The use of chiral solvating agent for nuclear magnetic resonance determination of enantiomeric purity and absolute configuration of lactones. Consequences of three-point interactions The Journal of Organic Chemistry. ,vol. 42, pp. 1370- 1374 ,(1977) , 10.1021/JO00428A023
Burckhardt Helferich, Rolf Dhein, Kurt Geist, Hans Jünger, Dieter Wiehle, über Sultame, II. Synthese von Butadien-(1.3)-sultamen-(1.4) Justus Liebigs Annalen der Chemie. ,vol. 646, pp. 32- 45 ,(1961) , 10.1002/JLAC.19616460108
WILLIAM F. ERMAN, HERBERT C. KRETSCHMAR, Syntheses and Facile Cleavage of Five-Membered Ring Sultams1 Journal of Organic Chemistry. ,vol. 26, pp. 4841- 4850 ,(1961) , 10.1021/JO01070A015
Alain Leborgne, Michel Moreau, Nicolas Spassky, Determination of enantiomeric purity and absolute configuration of chiral β-propiolactones by nuclear magnetic resonance in optically active solvents. Tetrahedron Letters. ,vol. 24, pp. 1027- 1030 ,(1983) , 10.1016/S0040-4039(00)81594-4
Wolfgang Koller, Adolf Linkies, Herbert Rehling, Dieter Reuschling, Synthesis and Properties of β-sultams Tetrahedron Letters. ,vol. 24, pp. 2131- 2134 ,(1983) , 10.1016/S0040-4039(00)81862-6
Eberhardt Meyle, Peter Schwenkkraus, Marion Zsigmondy, Hans-Hartwig Otto, Zur Reaktion von 1,2‐Thiazetidin‐1,1‐Dioxiden mit Butyllithium Archiv Der Pharmazie. ,vol. 322, pp. 17- 20 ,(1989) , 10.1002/ARDP.19893220105
Scott Searles, Glenn E. Roelofs, Milton Tamres, Richard N. McDonald, Synthesis and Properties of 2-Piperidinemethanethiol, 2-Pyrrolidinemethanethiol, and 1-Ethyl-2-pyrrolidinemethanethiol1,2 Journal of Organic Chemistry. ,vol. 30, pp. 3443- 3446 ,(1965) , 10.1021/JO01021A040
Burckhardt Helferich, Kurt Geist, Hans Plümpe, ÜBER SULTAME, V Justus Liebigs Annalen der Chemie. ,vol. 651, pp. 17- 29 ,(1962) , 10.1002/JLAC.19626510104