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New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation

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Abstract Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported… Click to show full abstract

Abstract Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported a reliable approach to produce primary alcohols from terminal alkenes combining with biomass-derived allyl alcohol by tandem cross-metathesis/hydrogenation. A series of primary alcohol with different chain lengths was successfully produced in high yields (ca. 90%). Computational studies revealed that self-metathesis and hydrogenation of substrates are accessible but much slower than cross-metathesis. This new methodology represents a unique alternative to primary alcohols from terminal alkenes.

Keywords: tandem cross; cross metathesis; primary alcohols; metathesis; metathesis hydrogenation

Journal Title: Chinese Chemical Letters
Year Published: 2020

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