Asymmetric synthesis of highly substituted azapolycyclic compounds via 2-alkenyl sulfoximines: potential scaffolds for peptide mimetics

M Reggelin, B Junker, T Heinrich…

Index: Reggelin, Michael; Junker, Bernd; Heinrich, Timo; Slavik, Stefan; Buehle, Philipp Journal of the American Chemical Society, 2006 , vol. 128, # 12 p. 4023 - 4034

Full Text: HTML

Citation Number: 29

Abstract

The application of metalated, enantiomerically pure acyclic and cyclic 2-alkenyl sulfoximines for the synthesis of highly substituted aza (poly) cyclic ring systems is described. The method relies on a one-pot combination of a reagent-controlled allyl transfer reaction to α-or β-amino aldehydes, followed by a Michael-type cyclization of the intermediate vinyl sulfoximines generated in the first step. The sulfur-free target compounds are preferentially obtained by ...

Related Articles:

Simple Synthesis of 7??Formyl??indole

[Uchil, Vinod R.; Gund, Machhindra; Satyam, Apparao Synthetic Communications, 2006 , vol. 36, # 8 p. 1051 - 1056]

Design of schiff base-like postmetallocene catalytic systems for polymerization of olefins: IV. Synthesis of 2-(aryliminomethyl)-pyrrole and 7-(aryliminomethyl) indole …

[Kochnev; Oleinik; Ivanchev; Tolstikov Russian Journal of Organic Chemistry, 2007 , vol. 43, # 4 p. 571 - 575]

5-Oxo-ETE receptor antagonists

[Journal of Medicinal Chemistry, , vol. 56, # 9 p. 3725 - 3732]

Metal-halogen exchange of bromoindoles. A route to substituted indoles

[Journal of Organic Chemistry, , vol. 51, # 26 p. 5106 - 5110]

Metal-halogen exchange of bromoindoles. A route to substituted indoles

[Journal of Organic Chemistry, , vol. 51, # 26 p. 5106 - 5110]

More Articles...