Preparation of a Key Intermediate for the Synthesis of the (±)‐Pentalenolactone E Methyl Ester by Catalytic ‘Palladium‐Ene Cyclization’/Methoxycarbonylation | Zendy

Oppolzer Wolfgang | Zendy; Xu JinZhu | Zendy; Stone Charles | Zendy

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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

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.

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