Ontology highlight
ABSTRACT:
SUBMITTER: Davila W
PROVIDER: S-EPMC2084359 | biostudies-literature | 2007 Aug
REPOSITORIES: biostudies-literature
Tetrahedron 20070801 34
The reaction of 3-O-substituted propynyl aluminum reagents with a TIPS-protected 2,3-epoxy alcohol and several diastereomeric 2-methyl-3,4-epoxy alcohols offers a convenient synthetic approach for the subsequent preparation and epoxidation of allylic alcohols. The yields are low to moderate and the regioselectivity (internal vs external attack) similar to that of the standard diethylpropynyl aluminum reagent. The TMS-acetylide alane reagent gives improved yields and good regioselectivity, and co ...[more]