Sequenced Reactions with Samarium (II) Iodide. Domino Epoxide Ring-Opening/Ketyl Olefin Coupling Reactions

GA Molander, C del Pozo Losada

Index: Molander, Gary A.; Losada, Carlos Del Pozo Journal of Organic Chemistry, 1997 , vol. 62, # 9 p. 2935 - 2943

Full Text: HTML

Citation Number: 39

Abstract

A new sequential reductive coupling process promoted by samarium (II) iodide is described. Cascade epoxide ring opening and ketyl radical olefin cyclization leads to a variety of cis-1, 3-cyclopentanediols and cis-1, 3-cyclohexanediols in good yields and with high diastereoselectivity.

Related Articles:

Stereoselective synthesis of 4-or 5-substituted 2-benzyl-and 2-benzoylpyrrolidines by means of anodic oxidation of δ-alkenylamines

[Tokuda; Miyamoto; Fujita; Suginome Tetrahedron, 1991 , vol. 47, # 4-5 p. 747 - 756]

Stereoselective synthesis of 4-or 5-substituted 2-benzyl-and 2-benzoylpyrrolidines by means of anodic oxidation of δ-alkenylamines

[Tokuda; Miyamoto; Fujita; Suginome Tetrahedron, 1991 , vol. 47, # 4-5 p. 747 - 756]

Photoreactions of Phenyl??Substituted N??(pent??4??enyl??1??oxy) Pyridine??2 (1 H)??Thiones

[Hartung, Jens; Hiller, Margit; Schmidt, Philipp Chemistry--A European Journal, 1996 , vol. 2, # 8 p. 1014 - 1023]

More Articles...