Approaches to the Synthesis of Triterpenoids. II. Some Tetracyclic Precursors Suitable for Conversion into Pentacyclic Triterpenoids
- 15 June 1972
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 50 (12) , 1944-1955
- https://doi.org/10.1139/v72-309
Abstract
The stereoselective total synthesis of several partially reduced chrysene derivatives, suitable as precursors for a variety of triterpenoids, is described. The key reaction in the most efficient route involves the highly stereoselective reductive alkylation of a cyclic α,β-unsaturated ketone with allyl bromide in lithium–ammonia, using water as a proton donor.Keywords
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