An efficient one-pot asymmetric synthesis of biaryl compounds via Diels-Alder/retro-Diels-Alder cascade reactions

Yongxiang Liu; Kui Lu; Mingji Dai; Kai Wang; Wanqing Wu; Jiahua Chen; Junmin Quan; Zhen Yang

doi:10.1021/ol063013b

An efficient one-pot asymmetric synthesis of biaryl compounds via Diels-Alder/retro-Diels-Alder cascade reactions

Org Lett. 2007 Mar 1;9(5):805-8. doi: 10.1021/ol063013b. Epub 2007 Feb 1.

Authors

Yongxiang Liu¹, Kui Lu, Mingji Dai, Kai Wang, Wanqing Wu, Jiahua Chen, Junmin Quan, Zhen Yang

Affiliation

¹ Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry, Laboratory of Chemical Genomics, Shenzhen Graduate School, China.

PMID: 17266319
DOI: 10.1021/ol063013b

Abstract

[reaction: see text] A single-step chirality transfer method for the synthesis of axially chiral biaryl compounds by construction of the second aromatic ring via a Diels-Alder/retro-Diels-Alder cascade reaction is reported. This methodology should find broad application in the synthesis of natural products and asymmetric catalysts.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Models, Molecular
Molecular Structure
Organic Chemicals / chemical synthesis*
Organic Chemicals / chemistry
Stereoisomerism

Substances

Organic Chemicals