Work

Enantioselective Catalyst Systems from Copper(II) Triflate and BINOL–Silanediol

Year: 2018

Type: article

Abstract: Silanediol and copper catalysis are merged, for the first time, to create an enhanced Lewis acid catalyst system for enantioselective heterocycle functionalization. The promise of this silanediol and copper catalyst combination is demonstrated in the enantioselective addition of indoles to alkylidene malonates to give rise to the desirable adducts in excellent yield and high enantiomeric excess. From these studies, 1,1'-bi-2-naphthol (BINOL)-based silanediols emerge as one-of-a-kind cocatalysts. Their potential role in the reaction pathway is also discussed.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.201801304

Authors: Yong Guan, Jonathan W. Attard, Michael D. Visco, Thomas J. Fisher, Anita E. Mattson

Institutions: Worcester Polytechnic Institute, Celgene (United States), Goodyear (United States)

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green