289622-34-0Relevant academic research and scientific papers
A new benzannulation reaction and its application in the multiple parallel synthesis of arylnaphthalene lignans
Flanagan, Stuart R,Harrowven, David C,Bradley, Mark
, p. 5989 - 6001 (2007/10/03)
A new aromatic annulation reaction based on sequential Horner-Emmons and Claisen condensation reactions is described. The method is high yielding and provides a rapid entry to arylnaphthalenes. The lignan natural products justicidin B 1, retrojusticidin B 2, taiwanin C 3, justicidin E 4, chinensin 5 and retrochinensin 6 have all been synthesised in good overall yield using this protocol, demonstrating its potential in multiple parallel synthesis. The selective oxidation of diols 34-36 to the corresponding retrolactones with barium manganate(VI) is also noteworthy.
Total syntheses of justicidin B and retrojusticidin B using a tandem Horner-Emmons-Claisen condensation sequence
Harrowven, David C,Bradley, Mark,Lois Castro, J,Flanagan, Stuart R
, p. 6973 - 6975 (2007/10/03)
Short syntheses of justicidin B 1 and retrojusticidin B 4 are reported. The key feature is a new annulation reaction, involving a base induced union of ketoaldehyde 2 and phosphonate 3, that is used to construct the highly substituted naphthalene core.
