RHODIUM-CATALYZED CROSSED [2+2+2] CYCLOADDITION WITH YNAMIDES: KEY-STRATEGY FOR THE CONCISE TOTAL SYNTHESIS OF 3-OXYGENATED CARBAZOLE ALKALOIDS

阅读量:

24

作者:

C AlayracB Witulski

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摘要:

Total syntheses of a set of naturally occurring 3-oxygenated carbazole alkaloids-6-chlorohyellazole,carazostatin,carbazomycins A and B-are described.The key-strategy underlines a highly chemo-and regioselective rhodium-catalyzed [2+2+2] cyclotrimerization between appropriately tailored yne-ynamides and 1-methoxypropyne that is stirred by the interplay of stereoelectronic and steric effects allowing the introduction of four ring substituents of the natural carbazoles within a single step and making the overall syntheses short and efficient.

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DOI:

10.3987/COM-20-S(K)24

年份:

2021

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