1239353-06-0Relevant academic research and scientific papers
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.
Stereoselective total synthesis of (-)-cleistenolide
Cai, Chao,Liu, Jun,Du, Yuguo,Linhardt, Robert J.
experimental part, p. 5754 - 5756 (2010/11/02)
A facile stereoselective total synthesis of cleistenolide (1) from the natural chiral template d-arabinose has been achieved in eight steps and 49% overall yield, employing key steps including Wittig olefination, selective 1,3-trans-acetal formation, and modified Yamaguchi esterification.
