Tetrahydrofuran acid-catalyzed cleavage

There are two possible ways for the ring opening of 35 in the polymerization The C1—O7 bond cleavage leads to the formation of a substituted tetrahydropyran ring 36 in the polymer chain, while the C1—O2 bond cleavage produces a substituted tetrahydrofuran ring 37. Product analysis of the acid-catalyzed hydrolysis of the... 

In 2000, Fiirstner et al. reported platinum-catalyzed reaction of alkynyl allyl ethers 1 to tetrahydrofuran derivatives 2 (Scheme 27.1) [2]. After this pioneering work, the TT-acidic metal-catalyzed tandem carbon-heteroatom bond formation/1,3-migration reaction became a powerful synthetic method of polysubstituted heteroarenes, since the aromatization process often drives the migration of various carbon functional groups involving cleavage of a carbon-heteroatom bond. 

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