Stereospecific and stereodivergent construction of quaternary carbon centers through switchable directed/nondirected allylic substitution

B Breit, P Demel, C Studte

Index: Breit, Bernhard; Demel, Peter; Studte, Christopher Angewandte Chemie - International Edition, 2004 , vol. 43, # 29 p. 3786 - 3789

Full Text: HTML

Citation Number: 74

Abstract

The enantioselective construction of quaternary stereogenic carbon centers is a challenge in organic synthesis. Much progress has been made with enantioselective catalytic methods, but still no general solution to this synthetic problem exists.[1] A reliable alternative strategy for the predictable installation of a quaternary stereocenter is 1, 3-chirality transfer from a more readily accessible stereogenic center by a sigmatropic process, such as the Claisen ...

Related Articles:

γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis

[Tominaga, Satoshi; Oi, Yukinao; Kato, Toshio; An, Duk Keun; Okamoto, Sentaro Tetrahedron Letters, 2004 , vol. 45, # 29 p. 5585 - 5588]

Unprecedented. gamma.-selective nucleophilic substitution reaction of allylmetal reagents: a new cross-coupling of diphenyl phosphates with allylic Grignard reagents

[Yanagisawa, Akira; Hibino, Hiroaki; Nomura, Nobuyoshi; Yamamoto, Hisashi Journal of the American Chemical Society, 1993 , vol. 115, # 13 p. 5879 - 5880]

o??DPPB??Directed Copper??Mediated and??Catalyzed Allylic Substitution with Grignard Reagents

[Demel, Peter; Keller, Manfred; Breit, Bernhard Chemistry - A European Journal, 2006 , vol. 12, # 25 p. 6669 - 6683]

Regio-and stereoselective. gamma. substitution of allylic alcohols with alkyllithium compounds by using N, N-methylphenylaminotributylphosphonium iodide. Anti …

[Tanigawa,Y. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 4610 - 4612]

More Articles...