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Photocatalytic Cleavage of Trityl Protected Thiols and Alcohols

Sho Murakami, Cosima Brudy, Moritz Bachmann, Yoshiji Takemoto, Bartholomäus Pieber*

*Department of Biomolecular Systems, Max-Planck-Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany, Email: bartholomaeus.piebermpikg.mpg.de

S. Murakami, C. Brudy, M. Bachmann, Y. Takemoto, B. Pieber, Synthesis, 2023, 55, 1367-1374.

DOI: 10.1055/a-1979-5933


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Abstract

A visible light photocatalytic cleavage of trityl thioethers or ethers under pH-neutral conditions provides symmetrical disulfides and alcohols in good yield. The protocol only requires the addition of a suitable photocatalyst and light rendering it orthogonal to several functionalities, including acid labile protective groups.

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Key Words

protective group cleavage, detritylation, cleavage of ethers, resin cleavage, photochemistry


ID: J66-Y2023