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The Synthesis of Natural Acetylenic Compounds from Eutypa lata (Pers; F.) T UL
Author(s) -
Defranq Eric,
Zesiger Thierry,
Tabacchi Rattaele
Publication year - 1993
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19930760126
Subject(s) - chemistry , acetylide , triphenylphosphine , catalysis , aryl , palladium , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
The synthesis of a series of novel acetylenic compounds 1 – 7 , isolated recently from the fungus Eutypa lata , is described. The crucial step is the coupling reaction between a protected aryl halogenide and the acetylenic chain as a cuprous acetylide ( Scheme 1 ). A more efficient method using bis(triphenylphosphine)palladium dichloride ([Pd(PPh 3 ) 2 Cl 2 ]) as catalyst was also carried out with success.