H. Chikashita, K. Hirao, K. Itoh
Jun 1, 1993
Citations
0
Influential Citations
6
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The stereoselective asymmetric synthesis of two trans isomers of the title natural product, (3R,6R)- and (3S,6S)-tetrahydro-2,2,6-trimethyl-2H-pyran-3-ol, was achieved by starting with easily obtainable ethyl (S)-3-hydroxybutanoate, via the stereospecific asymmetric construction of substituted tetrahydropyran skeletons by the one-step cyclodehydration process of dithioacetal-functionalized chiral 1,5-diols with PPh3 and diethyl azodicarboxylate in THF at room temperature.