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  • Total Synthesis of (+)-Conolidine by the Gold(I)-Catalyzed Cascade Cyclization of a Conjugated Enyne.

Total Synthesis of (+)-Conolidine by the Gold(I)-Catalyzed Cascade Cyclization of a Conjugated Enyne.

The Journal of organic chemistry (2016-06-09)
Saori Naoe, Yusuke Yoshida, Shinya Oishi, Nobutaka Fujii, Hiroaki Ohno
ABSTRACT

A total synthesis of (+)-conolidine has been achieved via the gold(I)-catalyzed cascade cyclization of a conjugated enyne. Remarkably, this strategy allowed for the simultaneous formation of the indole ring and the ethylidene-substituted piperidine moiety of (+)-conolidine under homogeneous gold catalysis in an enantioselective manner (88-91% ee).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Conolidine, ≥98% (HPLC)