The synthesis of diene 17, which is available in both possible absolute configurations is described. This diene constitutes the key intermediate of a previous synthesis of the 10-membered lactone core of the marine natural products ascidiatrienolides and didemnilactones. This intermediate is available via two successive highly diastereoselective sulfoxide-directed reductions of oxalic diamide 18.
Enantioselective Sulfoxide-directed Preparation of 1,2-diols from Oxalic Compounds: Formal Synthesis of the 10-Membered Lactone Core of Ascidiatrienolides and Didemnilactones.
IZZO, Irene;
2005
Abstract
The synthesis of diene 17, which is available in both possible absolute configurations is described. This diene constitutes the key intermediate of a previous synthesis of the 10-membered lactone core of the marine natural products ascidiatrienolides and didemnilactones. This intermediate is available via two successive highly diastereoselective sulfoxide-directed reductions of oxalic diamide 18.File in questo prodotto:
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