6533b7d7fe1ef96bd126790f

RESEARCH PRODUCT

Efficient preparation of 4-methoxy-5,6-dihydro-2H-pyran

Paul FreePiers R. J. GaffneyNitesh PanchalArantxa Fernandez-yarza

subject

chemistry.chemical_compoundChemistryPyranOrganic ChemistryDrug DiscoveryOrganic chemistryProtecting groupBiochemistryCombinatorial chemistry

description

Abstract We report the efficient synthesis of 4-methoxy-5,6-dihydro-2 H -pyran (MDHP) via the TiCl 4 driven elimination of MeOH from 4,4-dimethoxytetrahydropyran. The previous difficulty of preparing MDHP restricted the wider use of 4-methoxytetrahydropyran-4-yl (MTHP) acyclic acetals, which have desirable protecting group properties when compared to more commonly used MOM- and THP-acetals. The behaviour of the elimination on related acetals is also examined.

yearjournalcountryeditionlanguage
2008-03-01Tetrahedron Letters
https://doi.org/10.1016/j.tetlet.2008.01.039