Premium
Preparation of a Key Intermediate for the Synthesis of the (±)‐Pentalenolactone E Methyl Ester by Catalytic ‘Palladium‐Ene Cyclization’/Methoxycarbonylation
Author(s) -
Oppolzer Wolfgang,
Xu JinZhu,
Stone Charles
Publication year - 1991
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.19910740302
Subject(s) - chemistry , carbonylation , catalysis , aldehyde , alkyne , palladium , bicyclic molecule , tandem , ene reaction , alcohol , intramolecular force , organic chemistry , medicinal chemistry , carbon monoxide , materials science , composite material
Abstract Bicyclic alcohol (±)‐ 2 , an advanced intermediate for the synthesis of the methyl ester 1 of pentalenolactone E, has been synthesized in nine operations starting from aldehyde 7 . The key step 6 → 9 is a Pd‐catalyzed, tandem intramolecular alkyne allylation/carbonylation reaction.