Efficient synthesis of diverse hetero-bis-metallated alkenes as modular reagents towards highly conjugated and isolated olefinic systems.
An efficient synthesis of diverse hetero-bis-metallated alkenes with conjugated and isolated olefin subunits is reported. Relying on those useful tin/boron reagents a convergent, palladium-catalyzed fragment coupling strategy has been developed as an elegant methodology to construct highly conjugated polyenes and stabilized olefinic analogues thereof. The utility of these reagents was further demonstrated in a concise and modular construction of extended polyene side chains of the potent polyketide antibiotic etnangien.
University of Heidelberg, Department of Organic Chemistry, INF 270, D-69120 Heidelberg, Germany, EU.
Mario
M
Altendorfer
Dirk
D
Menche
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D018942:Macrolides / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011090:Polyenes / Q000138:chemical synthesis / Q000737:chemistry
D000475:Alkenes; D000900:Anti-Bacterial Agents; D018942:Macrolides; D011090:Polyenes; C521655:etnangien; D010165:Palladium