753020-01-8Relevant academic research and scientific papers
Synthesis of L-lyxo-phytosphingosine and its 1-phosphonate analogue using a threitol acetal synthon
Lu, Xuequan,Byun, Hoe-Sup,Bittman, Robert
, p. 5433 - 5438 (2004)
The first synthesis of an isosteric phosphonate analogue of the aminotriol lipid phytosphingosine (3), together with an improved synthesis of (2S,3S,4S)-phytosphingosine (2), are described. A key intermediate is 3-pentylidene acetal 9, which was prepared in two steps from dimethyl 2,3-0-benzylidene-D-tartrate (7).
Enantioselective construction of 6-substituted-α,β-unsaturated- δ-lactone: Total synthesis of anti-bacterial agent (-)-cleistenolide
Ghogare, Ramesh S.,Wadavrao, Sachin B.,Narsaiah, A. Venkat
, p. 5674 - 5676 (2013/09/24)
An efficient and straightforward stereoselective synthesis of α,β-unsaturated lactone (1) cleistenolide is described. The synthesis was started from commercially available d-tartaric acid and completed within 13 steps with an overall yield of 7.92%. The cis-olefin was generated from Still-Gennari protocol and one of the hydroxyl groups was from dihydroxylation methodology. All the reactions were very clean and the products were obtained in very good yields.
