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A Versatile Synthesis of Cyclic Diphenyl Ether‐Type Diarylheptanoids: Acerogenins, (±)‐Galeon, and (±)‐Pterocarine
Author(s) -
Jeong ByeongSeon,
Wang Qian,
Son JongKeun,
Jahng Yurngdong
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600938
Subject(s) - diarylheptanoids , chemistry , ether , aldol reaction , intramolecular force , aldol condensation , diphenyl ether , organic chemistry , ullmann reaction , stereochemistry , catalysis
A versatile method for the total synthesis of cyclic diphenyl ether‐type diarylheptanoids, acerogenin C, acerogenin L, (±) ‐ galeon, and (±) ‐ pterocarine was described. The Ullmann reaction of suitably substituted linear diphenylheptanoids was employed for the intramolecular formation of the key ether intermediates as the final step. The prerequisite diarylheptanoids were prepared by a series of cross‐aldol condensation reactions from readily available starting benzaldehydes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)