Catalytic asymmetric hydrogenation of indoles using a rhodium complex with a chiral bisphosphine ligand PhTRAP

…, M Kashiwabara, K Sato, T Ito, K Kaneda, Y Ito

Index: Kuwano, Ryoichi; Kashiwabara, Manabu; Sato, Koji; Ito, Takashi; Kaneda, Kohei; Ito, Yoshihiko Tetrahedron Asymmetry, 2006 , vol. 17, # 4 p. 521 - 535

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Citation Number: 94

Abstract

Highly enantioselective hydrogenation of N-protected indoles was successfully developed by use of the rhodium catalyst generated in situ from [Rh (nbd) 2] SbF6 and the chiral bisphosphine PhTRAP, which can form a trans-chelate complex with a transition metal atom. The PhTRAP–rhodium catalyst required a base (eg, Cs2CO3) for the achievement of high enantioselectivity. Various 2-substituted N-acetylindoles were converted into the ...