861902-75-2Relevant academic research and scientific papers
Stereoselective synthesis of (2R,3S,4S)-3-hydroxy-4-methyl-2-tetradecyl-4- butanolide starting from 2,5-anhydro-D-mannitol
Takahashi, Shunya,Ogawa, Narihito,Sakairi, Nobuo,Nakata, Tadashi
, p. 6540 - 6545 (2007/10/03)
A novel approach to natural β-hydroxy-γ-lactone 2 from 2,5-anhydro-d-mannitol (1) is described. The key reactions in this synthesis include stereoselective methylation of aldehyde 3 with lithium dimethylcuprate, an intramolecular radical cyclization of seleno carbonate 11 and an intermolecular cross-metathesis of 3-allyl-4-hydroxy-γ-lactone 16 with 1-tridecene.
