Monolayer-protected Au cluster (MPC)-supported Ti-BINOLate complex

Kazuyoshi Marubayashi; Shinobu Takizawa; Tetsuo Kawakusu; Takayoshi Arai; Hiroaki Sasai

doi:10.1021/ol035706n

Monolayer-protected Au cluster (MPC)-supported Ti-BINOLate complex

Org Lett. 2003 Nov 13;5(23):4409-12. doi: 10.1021/ol035706n.

Authors

Kazuyoshi Marubayashi¹, Shinobu Takizawa, Tetsuo Kawakusu, Takayoshi Arai, Hiroaki Sasai

Affiliation

¹ The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka 567-0047, Japan.

PMID: 14602012
DOI: 10.1021/ol035706n

Abstract

[reaction: see text] Disulfides bearing (R)-1,1'-bi-2-naphthol ((R)-BINOL) moieties at each terminal position have been successfully introduced on the surface of Au cluster. Ti-BINOLate complex generated from the obtained monolayer-protected Au cluster (MPC) promoted catalytic asymmetric alkylation of benzaldehyde with Et(2)Zn to afford the adduct in up to 98% yield with 86% ee. After completion of the reaction, the BINOL-functionalized MPC was easily recovered.