Facile and selective cleavage of allyl ethers, amines and esters using polymethylhydrosiloxane–ZnCl2/Pd(PPh3)4

S. Chandrasekhar*, Raji Reddy and R. Jagadeeshwar Rao

*Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: srivariciict.ap.nic.in

S. Chandrasekhar, R. Reddy, R. J. Rao, Tetrahedron, 2001, 57, 3435-3438.

DOI: 10.1016/S0040-4020(01)00187-9

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Abstract

Deprotection of allyl ethers, amines and esters to liberate hydroxyl, amino and acid groups is achieved under mild conditions. The reagent combination employed for this transformation is polymethylhydrosiloxane (PMHS), ZnCl₂ and Pd(PPh₃)₄.

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proposed mechanism

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Zusammenfassung

Das Entschützen von Allyl-Ethern, -Aminen und -Estern zu freien Hydroxy-, Amino- und Säure-Gruppen konnte unter milden Bedingungen durchgeführt werden. Als Reagenzien wurden Polymethylhydrosiloxan (PMHS), ZnCl₂ und Pd(PPh₃)₄ eingesetzt.

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Key Words

Allyl Ether, Deprotection, Palladium Catalysis, π-allyl-palladium complex, PMHS

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Schlüsselworte

Allyllether, Entschuetzen, Palladium-Katalyse, π-Allyl-Palladium-Komplex, PMHS

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ID: J72-Y2001-470