First example of samarium diiodide-promoted sequential cyclization and ring-expansion reactions of α-bromomethyl cyclic β-keto esters to homologated γ-keto esters

Tetrahedron Letters

Volumn 39, Issue 23, 1998, Pages 4059-4062

  Hasegawa, Eietsu ^a   Kitazume, Takashi ^a   Suzuki, Kimiko ^a   Tosaka, Emi ^a  

^a NIIGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER; IODINE DERIVATIVE; SAMARIUM;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; REDUCTION;

EID: 0032482538     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00658-3     Document Type: Article

References (21)

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13. 11 the formation of 16 from the initially formed ketyl would be expected.
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20. 2 reductions of other substrates such as ethyl α-bromoethyl, α-bromopropyl, α-bromopropenyl, and α-bromobutenyl-1-tetralone-2-carboxylates were also conducted. However, no ring expansion products were obtained.
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