Synthesis of Heterocycle-Substituted Bicyclo[3.1.1]heptanes and Aza-bicyclo[3.1.1]heptanes via Photocatalytic Minisci Reaction
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DOI: 10.1021/acs.orglett.3c03684
Abstract: A route toward heterocycle-functionalized bicyclo[3.1.1]heptanes (BCHeps) and aza-bicyclo[3.1.1]heptanes (aza-BCHeps) has been developed, using mild, photocatalytic Minisci-like conditions to introduce various heterocycles at the bridgehead position from readily available N-hydroxyphthalimide esters of the corresponding carboxylic acids.… read more here.
Keywords: chemistry; heterocycle; photocatalytic minisci; aza bicyclo ... See more keywords
Photoexcited Copper-Catalyzed Intramolecular [2+2] Cycloaddition To Construct Bicyclo[3.2.0]heptanes.
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DOI: 10.1021/acs.orglett.5c01331
Abstract: The bicyclo[3.2.0]heptane scaffold is frequently found in a wide range of bioactive molecules and plays a pivotal role in constructing key modules of these compounds. In this study, we present a strategy for the synthesis… read more here.
Keywords: photoexcited copper; intramolecular cycloaddition; bicyclo; copper ... See more keywords
Insights into the Mechanism and Origin of Solvent-Controlled Chemodivergence in the Synthesis of Au-Catalyzed Bicyclo[2.2.1]heptanes from 3-Alkoxy-1,6-Diynes: A DFT Perspective
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DOI: 10.1039/d4qo00816b
Abstract: Density functional theory (DFT) calculations reveal a distinct mechanism for the Au(I)-catalyzed synthesis of bicyclo-[2.2.1]heptanes through cycloisomerizations of 3-alkoxyl-1,6-diynes. The proposed mechanism highlights the crucial involvement of an allyl-gold species... read more here.
Keywords: origin solvent; insights mechanism; synthesis; mechanism origin ... See more keywords