Addition of arylboronic acids to arylpropargyl alcohols en route to indenes and quinolines

Jane Panteleev; Richard Y Huang; Erica K J Lui; Mark Lautens

doi:10.1021/ol202176g

Addition of arylboronic acids to arylpropargyl alcohols en route to indenes and quinolines

Org Lett. 2011 Oct 7;13(19):5314-7. doi: 10.1021/ol202176g. Epub 2011 Sep 14.

Authors

Jane Panteleev¹, Richard Y Huang, Erica K J Lui, Mark Lautens

Affiliation

¹ Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada, M5S 3H6.

PMID: 21916430
DOI: 10.1021/ol202176g

Abstract

A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.

Publication types

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

MeSH terms

Alkylation
Alkynes / chemistry*
Boronic Acids / chemistry*
Catalysis
Cyclization
Indenes / chemical synthesis*
Molecular Structure
Propanols / chemistry*
Quinolines / chemical synthesis*
Rhodium / chemistry
Stereoisomerism

Substances

Alkynes
Boronic Acids
Indenes
Propanols
Quinolines
Rhodium
propargyl alcohol