Synlett 2013; 24(6): 752-756
DOI: 10.1055/s-0032-1318302
letter
© Georg Thieme Verlag Stuttgart · New York

Relay Catalysis by a Ruthenium Complex–Chiral Brønsted Acid Binary Sytem for Ternary Reaction Sequence Involving Enantioselective Pictet–Spengler-Type Cyclization as the Key Step

Yasunori Toda
a   Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan   Fax: +81(22)7956602   Email: mterada@m.tohoku.ac.jp
,
Masahiro Terada*
a   Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan   Fax: +81(22)7956602   Email: mterada@m.tohoku.ac.jp
b   Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan
› Author Affiliations
Further Information

Publication History

Received: 04 January 2013

Accepted after revision: 01 February 2013

Publication Date:
27 February 2013 (online)


Abstract

Relay catalysis for a ternary reaction sequence composed of double-bond isomerization, protonation of the double bond, and enantioselective Pictet–Spengler-type cyclization was accomplished using a binary catalytic system consisting of a ruthenium hydride complex and a chiral phosphoric acid as the chiral Brønsted acid catalyst.

Supporting Information