Author/Authors :
Panchal، نويسنده , , Nitesh and Fernandez-Yarza، نويسنده , , Arantxa and Free، نويسنده , , Paul and Gaffney، نويسنده , , Piers R.J.، نويسنده ,
Abstract :
We report the efficient synthesis of 4-methoxy-5,6-dihydro-2H-pyran (MDHP) via the TiCl4 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.