4567-33-3Relevant academic research and scientific papers
Total syntheses of (±)-cis- and (±)-trans-neocnidilides
Mahadevegowda, Surendra H.,Khan, Faiz Ahmed
supporting information, p. 4400 - 4403 (2014/07/22)
Total syntheses of two antimicrobial natural products (±)-cis- neocnidilide and (±)-trans-neocnidilide starting from a readily preparable cyclohexa[b]-fused 5-oxabicyclo[2.1.1]hexane derivative are presented. The diastereomeric tetrahydrofuran tricarboxylate epimers obtained from a BF3·OEt2 promoted Grob-type fragmentation of the oxa-bicycle derivative were converted into title natural products by employing pyridinium dichromate/acetic anhydride mediated bis-oxidative cleavage reaction.
Synthesis and sensory evaluation of all stereoisomers of sedanolide
Oguro, Daichi,Watanabe, Hidenori
, p. 777 - 781 (2011/03/19)
Synthesis and sensory evaluation of all stereoisomers of sedanolide (1) are described. The asymmetric synthesis was achieved with using the all stereoisomers of bromoalcohol (3) prepared by enzymatic resolution and inversion of the secondary alcohol. All
Pentacovalent Oxaphosphorane Chemistry in Organic Synthesis. 2. Total Syntheses of (+/-)-trans- and (+/-)-cis-Neocnidilides
McClure, Cynthia K.,Jung, Kang-Yeoun
, p. 2326 - 2332 (2007/10/02)
Both (+/-)-trans- and (+/-)-cis-neocnidilides (1 and 2) have been synthesized via the route illustrated in Scheme III.The condensation of the 1,2λ5-oxaphospholene 5b with valeraldehyde produced the highly substituted phosphonates 12s and 12a, which were transformed via an intramolecular Wadsworth-Horner-Emmons olefination reaction to the title compounds.
