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Natural product chemistry, 139. Synthesis of the natural coumarins ( E )‐suberenol, cyclobisuberodiene and two other related new coumarins
Author(s) -
Reisch Johannes,
Herath H. M. T. Bandara,
Kumar N. Savitri
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1990199001171
Subject(s) - chemistry , coumarin , natural product , total synthesis , organic chemistry , heck reaction , palladium , condensation , stereochemistry , catalysis , physics , thermodynamics
The total synthesis of ( E )‐Suberenol ( 1 ) was carried out under the conditions of palladium‐catalysed Heck condensation. Two other new coumarins, ( E )‐7‐methoxy‐6‐(3‐methyl‐1,3‐butadienyl)coumarin [( E )‐suberodiene] ( 3 ) and ( E )‐7‐methoxy‐6‐(3‐methyl‐1‐butenyl)coumarin [( E )‐suberenene] ( 4 ) and cyclobisuberodiene ( 2 ) were synthesised from ( E )‐suberenol.