Rh-Catalyzed Enantioselective Hydrogenation of Vinyl Boronates for the Construction of Secondary Boronic Esters

Wesley J. Moran, James P. Morken

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

Rh-catalyzed hydrogenation of prochiral vinyl boronates occurs in an enantioselective fashion in the presence of the chiral ligand Walphos 1. This transformation provides access to chiral secondary organoboronates that are not available from alkene hydroboration reactions. The chiral reaction products should be useful in organic synthesis, and preliminary experiments suggest that they may participate in one-pot amination and homologation reactions.

Original languageEnglish
Pages (from-to)2413-2415
Number of pages3
JournalOrganic Letters
Volume8
Issue number11
Early online date5 May 2006
DOIs
Publication statusPublished - 25 May 2006
Externally publishedYes

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Amination
Synthetic Chemistry Techniques
Hydrogenation
Alkenes
Reaction products
hydrogenation
esters
Esters
hydroboration
Ligands
reaction products
alkenes
Experiments
ligands
synthesis

Cite this

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Rh-Catalyzed Enantioselective Hydrogenation of Vinyl Boronates for the Construction of Secondary Boronic Esters. / Moran, Wesley J.; Morken, James P.

In: Organic Letters, Vol. 8, No. 11, 25.05.2006, p. 2413-2415.

Research output: Contribution to journalArticle

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AU - Morken, James P.

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