Enantioselective Synthesis of 15-epi-Haterumalide NA Methyl Ester and Revised Structure of Haterumalide NA
- 26 February 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (6) , 957-960
- https://doi.org/10.1021/ol0341804
Abstract
The enantioselective synthesis of the enantiomer of the haterumalide NA methyl ester, a cytotoxic macrolide from an Okinawan sponge, was achieved from the threitol derivative in 26 steps. The key steps are the stereoselective construction of a chloroolefin unit and the intramolecular Reformatsky-type reaction. This synthesis revised the absolute stereochemistry of haterumalide NA.Keywords
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