P-stereogenic phospholanes or phosphorinanes from o-biarylylphosphines: two bridges not too far

Barbara Mohar; Alen Čusak; Barbara Modec; Michel Stephan

doi:10.1021/jo400565b

P-stereogenic phospholanes or phosphorinanes from o-biarylylphosphines: two bridges not too far

J Org Chem. 2013 May 17;78(10):4665-73. doi: 10.1021/jo400565b. Epub 2013 May 6.

Authors

Barbara Mohar¹, Alen Čusak, Barbara Modec, Michel Stephan

Affiliation

¹ National Institute of Chemistry, Hajdrihova 19, SI-1000 Ljubljana, Slovenia. barbara.mohar@ki.si

PMID: 23631699
DOI: 10.1021/jo400565b

Abstract

The discovery of a concise regiodivergent asymmetric route to nonclassical P-stereogenic 5- or 6-membered benzophosphacycles, under conditions-dependent radical (oxidative addition) versus anionic (S(N)Ar) benzannulation, is reported.

Publication types

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

MeSH terms

Models, Molecular
Molecular Structure
Organophosphorus Compounds / chemical synthesis
Organophosphorus Compounds / chemistry*
Phosphines / chemistry*
Stereoisomerism

Substances

Organophosphorus Compounds
Phosphines