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2005
Deprotection
O 0345
Polysulfones: Solid Organic Catalysts for the Chemoselective Cleavage of
Allyl Ethers under Neutral Conditions. — It is demonstrated
15- 056 Methyl-Substituted
for the first time that polysulfones, synthesized from SO2 and methylidenecylopentane,
are catalysts for the cleavage of methyl-substituted allyl ethers. This establishes a new
method of selective polyol semi-protection in which the catalyst induces cleavage of
the ether in the following reactivity sequence: 2-methylprenyl > prenyl > methallyl. Allyl groups are not effected. Acetals, esters, silyl and benzyl ethers stay intact under these
conditions. — (MARKOVIC, D.; STEUNENBERG, P.; EKSTRAND, M.; VOGEL*,
P.; Chem. Commun. (Cambridge) 2004, 21, 2444-2445; Lab. Glycochem.
Asymmetric Synth., Swiss Fed. Inst. Technol., CH-1015 Lausanne, Switz.; Eng.) —
M. Paetzel
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