New mixed metal (Mn/Cu) catalyzed stereoselective cyclizations

Tetrahedron Letters

Volumn 37, Issue 33, 1996, Pages 5865-5868

  Riguet, Eric ^a,b,c   Klement, Ingo ^a   Reddy, Ch Kishan ^a   Cahiez, Gérard ^b,c   Knochel, Paul ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

^b SORBONNE UNIVERSITÉ   (France)

^c Ecl Sup Chim Organique Minerale   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE DERIVATIVE; COPPER; CYCLOPENTANE DERIVATIVE; MANGANESE; NICKEL; ZINC DERIVATIVE;

ARTICLE; CATALYST; CYCLIZATION; STEREOCHEMISTRY; STOICHIOMETRY; TEMPERATURE;

EID: 0030581334     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01249-X     Document Type: Article

References (27)

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27. 2 (53 mg, 0.25 mmol), CuCl (15 mg, 0.15 mmol) and DMPU (4.5 mL). Diethylzinc (1.0 mL, 10 mmol) was added at rt resulting in the formation of a black solution. The bromoketone 1h (1.1 g, 5. mmol) was added and the reaction mixture was heated to 60 °C for 0.5 h. The reaction mixture is cooled back to rt and worked up as usually affording after purification by flash chromatography (hexanes:AcOEt 9:1) the desired product (3h) as a clear oil (575 mg, 4.1 mmol, 82 % yield).