Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites

Lavinia Panella; Ben L. Feringa; Johannes G. de Vries; Adriaan J. Minnaard

doi:10.1021/ol051559c

Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites

Lavinia Panella, Ben L. Feringa, Johannes G. de Vries, Adriaan J. Minnaard

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Abstract

Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.

Original language	English
Pages (from-to)	4177-4180
Number of pages	4
Journal	Organic letters
Volume	7
Issue number	19
DOIs	https://doi.org/10.1021/ol051559c
Publication status	Published - 15-Sept-2005

Keywords

ASYMMETRIC HYDROGENATION
PHOSPHORUS LIGANDS
PHOSPHITE LIGANDS
COMPLEXES
ACID
DERIVATIVES
CARBONATES
OLEFINS

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@article{f89028ccc31e47afadcb3731353c34f7,

title = "Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites",

abstract = "Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.",

keywords = "ASYMMETRIC HYDROGENATION, PHOSPHORUS LIGANDS, PHOSPHITE LIGANDS, COMPLEXES, ACID, DERIVATIVES, CARBONATES, OLEFINS",

author = "Lavinia Panella and Feringa, {Ben L.} and {de Vries}, {Johannes G.} and Minnaard, {Adriaan J.}",

year = "2005",

month = sep,

day = "15",

doi = "10.1021/ol051559c",

language = "English",

volume = "7",

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journal = "Organic letters",

issn = "1523-7060",

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T1 - Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites

AU - Panella, Lavinia

AU - Feringa, Ben L.

AU - de Vries, Johannes G.

AU - Minnaard, Adriaan J.

PY - 2005/9/15

Y1 - 2005/9/15

N2 - Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.

AB - Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.

KW - ASYMMETRIC HYDROGENATION

KW - PHOSPHORUS LIGANDS

KW - PHOSPHITE LIGANDS

KW - COMPLEXES

KW - ACID

KW - DERIVATIVES

KW - CARBONATES

KW - OLEFINS

U2 - 10.1021/ol051559c

DO - 10.1021/ol051559c

M3 - Article

SN - 1523-7060

VL - 7

SP - 4177

EP - 4180

JO - Organic letters

JF - Organic letters

IS - 19

ER -

Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites

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Keywords

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