Unusual formation of cyclic-orthoesters by Pd(II)-mediated cyclization-carbonylation of propargylic acetates

Tetrahedron Letters

Volumn 43, Issue 37, 2002, Pages 6587-6590

  Kato, Keisuke ^a   Yamamoto, Yasuhiro ^a   Akita, Hiroyuki ^a  

^a TOHO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; BENZOQUINONE DERIVATIVE; CARBON MONOXIDE; ESTER DERIVATIVE; METHANOL; PALLADIUM;

ARTICLE; ATMOSPHERE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; NUCLEAR OVERHAUSER EFFECT; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037048476     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01438-7     Document Type: Article

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27. Compounds 1a, 1c and 1d are the same substrates as those of reported by Okumoto et al. ( Scheme 1 (a), Ref. 10a ).
28. 5: C, 60.92; H, 7.87%.
29. 2 catalytic system, and 5c was obtained in 70% yield.
30. The β-keto ester 12 was obtained in 83% yield by acid treatment of orthoester product 5c ( Fig. 3 ).