In: Organic & Biomolecular Chemistry, 2020, vol. 18, no. 40, p. 8034–8057
Metathesis reactions are one of the most reliable and prevalent ways of creating a C– C bond in synthesis. Photochemical variants exist, and they have proven extremely useful for the construction of complex molecules, from natural products to Möbius rings. A variety of starting materials can undergo photometathesis reactions, including alkenes, alkynes, carbonyls, thiocarbonyls, and...
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In: The Journal of Organic Chemistry, 2020, vol. 85, no. 11, p. 7611–7619
Hydrogenolysis of tertiary benzylic alcohols on palladium on carbon (Pd/C) generally proceeds with inversion of configuration. However, little is known about the hydrogenolysis mechanism of primary and secondary benzylic alcohols. Literature precedents suggest that these substrates may interact differently with the catalyst. To study the mechanism, we synthesized a pair of deuterated...
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