Synthesis of Muscothiazoles A and B:  Critical Role of Methyl Group Substitution in RCM-Based Syntheses of Macrocycles

Synthesis of Muscothiazoles A and B:  Critical Role of Methyl Group Substitution in RCM-Based Syntheses of Macrocycles

Muscothiazoles A (2b) and B (2c) have been prepared by two approaches that differ in the order of assembly of the rings. Comparative studies show that substitution of the carbon chains in substrate 5 or 12 (respective precursors to 13-membered and 14-membered rings by RCM), even by a single methyl g...

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Veröffentlicht in:Organic letters 2003-08, Vol.5 (16), p.2785-2788
Hauptverfasser: Commeureuc, Aurélien G. J, Murphy, John A, Dewis, Mark L
Format: Artikel
Sprache:eng
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Zusammenfassung:Muscothiazoles A (2b) and B (2c) have been prepared by two approaches that differ in the order of assembly of the rings. Comparative studies show that substitution of the carbon chains in substrate 5 or 12 (respective precursors to 13-membered and 14-membered rings by RCM), even by a single methyl group, can have a profound effect on increasing the efficiency of the macrocyclization.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol034571i