Jump to main content
Jump to site search

Issue 8, 2017
Previous Article Next Article

Asymmetric synthesis of chromans via the Friedel–Crafts alkylation–hemiketalization catalysed by an N,N′-dioxide scandium(iii) complex

Author affiliations

Abstract

An enantioselective tandem Friedel–Crafts alkylation–hemiketalization between electron-rich phenols and α,β-unsaturated ketoesters gave a direct approach to chiral 2,3-disubstituted chromans in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex. High enantioselectivities (up to 95% ee), high diastereoselectivities (up to 14 : 1) and high yields (up to 97%) were obtained for a broad range of substrates under mild reaction conditions.

Graphical abstract: Asymmetric synthesis of chromans via the Friedel–Crafts alkylation–hemiketalization catalysed by an N,N′-dioxide scandium(iii) complex

Back to tab navigation

Supplementary files

Article information


Submitted
25 Apr 2017
Accepted
18 May 2017
First published
19 May 2017

Org. Chem. Front., 2017,4, 1647-1650
Article type
Research Article

Asymmetric synthesis of chromans via the Friedel–Crafts alkylation–hemiketalization catalysed by an N,N′-dioxide scandium(III) complex

X. Hao, L. Lin, F. Tan, S. Ge, X. Liu and X. Feng, Org. Chem. Front., 2017, 4, 1647
DOI: 10.1039/C7QO00323D

Social activity

Search articles by author

Spotlight

Advertisements