Issue 15, 2019

BINOL-derived bifunctional sulfide catalysts for asymmetric synthesis of 3,3-disubstituted phthalides via bromolactonization

Abstract

An efficient enantioselective synthesis of 3,3-disubstituted phthalides possessing a chiral quaternary carbon center was achieved via catalytic asymmetric bromolactonization that utilized BINOL-derived bifunctional sulfide catalysts. Transformations of the bromo group in optically active phthalide products were also performed to demonstrate the utility of this novel synthetic protocol.

Graphical abstract: BINOL-derived bifunctional sulfide catalysts for asymmetric synthesis of 3,3-disubstituted phthalides via bromolactonization

Supplementary files

Article information

Article type
Communication
Submitted
20 Feb 2019
Accepted
23 Mar 2019
First published
25 Mar 2019

Org. Biomol. Chem., 2019,17, 3747-3751

BINOL-derived bifunctional sulfide catalysts for asymmetric synthesis of 3,3-disubstituted phthalides via bromolactonization

M. Okada, K. Kaneko, M. Yamanaka and S. Shirakawa, Org. Biomol. Chem., 2019, 17, 3747 DOI: 10.1039/C9OB00417C

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