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

Wesley J. Moran; James P. Morken

doi:10.1021/ol060735u

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

Wesley J. Moran, James P. Morken

Research output: Contribution to journal › Article › peer-review

60 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 language	English
Pages (from-to)	2413-2415
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	11
Early online date	5 May 2006
DOIs	https://doi.org/10.1021/ol060735u
Publication status	Published - 25 May 2006
Externally published	Yes

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title = "Rh-Catalyzed Enantioselective Hydrogenation of Vinyl Boronates for the Construction of Secondary Boronic Esters",

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.",

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AU - Morken, James P.

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Y1 - 2006/5/25

N2 - 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.

AB - 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.

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

Abstract

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