225114-87-4Relevant academic research and scientific papers
Ti(II) and Rh(I) Complexes as Reagents toward a Thapsigargin Core
Sanogo, Youssouf,Othman, Raja Ben,Dhambri, Sabrina,Selkti, Mohamed,Jeuken, Alan,Prunet, Jo?lle,Férézou, Jean-Pierre,Ardisson, Janick,Lannou, Marie-Isabelle,Sorin, Geoffroy
, p. 5821 - 5830 (2019/05/10)
A novel approach toward the [5 - 7]fused bicyclic core of thapsigargin, a subnanomolar inhibitor of the endo/sarcoplasmic calcium ATPase (SERCA), is presented. The synthetic route includes an original Ti(II)-mediated hydroxy-directed reductive coupling of
Stereoselective synthesis of the C13-C28 subunit of (-)-laulimalide utilizing an α-chlorosulfide intermediate
Raghavan, Sadagopan,Samanta, Pradip Kumar
supporting information, p. 1983 - 1987 (2013/09/24)
A stereoselective route to the C13-C28 subunit of (-)-laulimalide is described. l-Tartaric acid is the source of the hydroxy groups at C19 and C20. An α-chlorosulfide is employed as the key intermediate for the creation of the C17-C18 bond and the C16-C17 double bond was introduced using the Mislow-Braverman rearrangement and Hutchin's dexoxygenation with concomitant double bond transposition reaction. The C15 and C23 stereogenic centers were created using catalytic asymmetric reactions. The trisubstituted and trans-disubstituted alkenes were created stereoselectively by taking advantage of ring-closing metathesis and the Julia-Kocienski olefination reaction, respectively. Georg Thieme Verlag Stuttgart, New York.
A key intermediate towards oxylipins. A formal synthesis of (12S)-HETE and (12S)-LTB4
Benkouider, Abdelhamid,Pale, Patrick
, p. 104 - 105 (2007/10/03)
A key intermediate in the synthesis of various oxylipins, the optically active (3S,5Z)-3-methoxymethoxyundec-5-en-1-yne, has been obtained in 11 steps starting from propane-1,3-diol, with an overall yield of 14%.
A General Strategy for the Synthesis of Monohydroxyeicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5-HETE) and 12(S)-Hydroxy-5,8,14(Z),10(E)-eicosatetraenoic Acid (12-HETE)
Nicolaou, K. C.,Ladduwahetty, T.,Taffer, I. M.,Zipkin, R. E.
, p. 344 - 347 (2007/10/02)
Stereocontrolled total syntheses of 5(S)-hydroxy-6(E),8,11,14(Z)-eicosatetraenoic acid (5-HETE) and 12(S)-hydroxy-5,8,14(Z),10(E)-eicosatetraenoic acid (12-HETE) via palladium(0)-copper(I) coupling technology are described.
