Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 5, Pages 1907-1910Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo048388u
Keywords
-
Categories
Funding
- NIDA NIH HHS [Y1-DA1002-04, DA-13583] Funding Source: Medline
Ask authors/readers for more resources
The etheno bridge of a thevinone was treated with BH3 and H2O2 to give both the 18- and 19-hydroxyl- substituted thevinols. Selective benzylation of the primary 20-hydroxyl over the 19-hydroxyl was successful; however, benzylation of the 18-hydroxylated product led to a reaction at the more hindered alcohol. Thus, the 6,14-bridge of the Diels-Alder products of thebaine can be hydroxylated, which opens up these positions for further chemical manipulation.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available