Total Synthesis of Halipeptins: Isolation of Halipeptin D and Synthesis of Oxazoline Halipeptin Analogues
- 13 October 2005
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 11 (21) , 6197-6211
- https://doi.org/10.1002/chem.200500624
Abstract
The isolation from the marine sponge Leiosella cf. arenifibrosa and structural elucidation of halipeptin D (5), a relative of the previously isolated halipeptins A–C (1–3), is described along with the total synthesis of a number of oxazoline analogues (7 a–d and epi-7 c–d). The developed synthetic strategy provides a flexible entry into the various isomers of the polyketide domain of the halipeptins and improvises for a late stage construction of the oxazoline ring after a macrolactamization process which secures the required macrocycle.Keywords
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