Synthesis of Unsymmetrical Dithioacetals: An Efficient Synthesis of a Novel LTD4 Antagonist, L-660,711

Article abstract of DOI:10.1021/jo00276a038

An efficient four-step synthesis of the potent LTD₄ antagonist L-660,711 (1) is described.The key step involves selective conversion of aldehyde 2 to the unsymmetrical dithioacetal 7, via O-trimethylsilyl hemithioacetal 10.This specific cleavage of the carbon-oxygen bond of a mixed O,S-acetal permits the unprecedented synthesis of unsymmetrical dithioacetals.