The Diene-Transmissive [4+ 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids
C Spino, G Liu, N Tu, S Girard
Index: Spino, Claude; Liu, Gang; Tu, Noah; Girard, Suzanne Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5596 - 5608
Full Text: HTML
Citation Number: 51
Abstract
We recently communicated the preliminary study of a novel strategy to efficiently and stereoselectively construct the quassinoid framework via a diene-transmissive Diels-Alder reaction (eq 11.'We herein disclose the full account of this research including the preparation of an enantiomerically pure advanced tetracyclic intermediate with stereochemical control at eight chiral centers.
Related Articles:
[Hanson, Ronald L.; Schwinden, Mark D.; Banerjee, Amit; Brzozowski, David B.; Chen, Bang-Chi; Patel, Bharat P.; McNamee, Clyde G.; Kodersha, Gus A.; Kronenthal, David R.; Patel, Ramesh N.; Szarka, Laszlo J. Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 10 p. 2247 - 2252]
[Gomez; Gellibert; Wagner; Mioskowski Tetrahedron Letters, 2000 , vol. 41, # 32 p. 6049 - 6052]