A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins

Jinkun Huang; Emilio Bunel; Alan Allgeier; Jason Tedrow; Thomas Storz; J. Preston; Tiffany Correll; Deana Manley; Troy Soukup; Randy Jensen; Rashid Syed; George Moniz; Robert Larsen; Michael Martinelli; Paul J. Reider

doi:10.1016/j.tetlet.2005.09.012

A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins

Jinkun Huang
, Emilio Bunel
, Alan Allgeier
, Jason Tedrow
, Thomas Storz
, J. Preston
, Tiffany Correll
, Deana Manley
, Troy Soukup
, Randy Jensen
, Rashid Syed
, George Moniz
, Robert Larsen
, Michael Martinelli
, Paul J. Reider

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

57 Scopus citations

Abstract

Rh(CO)₂(acac)/TangPhos was found to be a highly enantioselective catalyst for asymmetric hydroformylation of norbornylene under mild conditions. Application of the protocol to the desymmetrization of other [2.2.1]-bicyclic olefins gave moderate to excellent enantioselectivity (55-92% ee).

Original language	English (US)
Pages (from-to)	7831-7834
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2005.09.012
State	Published - Nov 7 2005
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Asymmetric hydroformylation
TangPhos
[2.2.1]-Bicyclic olefin

Access to Document

10.1016/j.tetlet.2005.09.012

Cite this

Huang, J., Bunel, E., Allgeier, A., Tedrow, J., Storz, T., Preston, J., Correll, T., Manley, D., Soukup, T., Jensen, R., Syed, R., Moniz, G., Larsen, R., Martinelli, M., & Reider, P. J. (2005). A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins. Tetrahedron Letters, 46(45), 7831-7834. https://doi.org/10.1016/j.tetlet.2005.09.012

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title = "A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins",

abstract = "Rh(CO)2(acac)/TangPhos was found to be a highly enantioselective catalyst for asymmetric hydroformylation of norbornylene under mild conditions. Application of the protocol to the desymmetrization of other [2.2.1]-bicyclic olefins gave moderate to excellent enantioselectivity (55-92\% ee).",

keywords = "Asymmetric hydroformylation, TangPhos, [2.2.1]-Bicyclic olefin",

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doi = "10.1016/j.tetlet.2005.09.012",

language = "English (US)",

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T1 - A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins

AU - Huang, Jinkun

AU - Bunel, Emilio

AU - Allgeier, Alan

AU - Tedrow, Jason

AU - Storz, Thomas

AU - Preston, J.

AU - Correll, Tiffany

AU - Manley, Deana

AU - Soukup, Troy

AU - Jensen, Randy

AU - Syed, Rashid

AU - Moniz, George

AU - Larsen, Robert

AU - Martinelli, Michael

AU - Reider, Paul J.

PY - 2005/11/7

Y1 - 2005/11/7

N2 - Rh(CO)2(acac)/TangPhos was found to be a highly enantioselective catalyst for asymmetric hydroformylation of norbornylene under mild conditions. Application of the protocol to the desymmetrization of other [2.2.1]-bicyclic olefins gave moderate to excellent enantioselectivity (55-92% ee).

AB - Rh(CO)2(acac)/TangPhos was found to be a highly enantioselective catalyst for asymmetric hydroformylation of norbornylene under mild conditions. Application of the protocol to the desymmetrization of other [2.2.1]-bicyclic olefins gave moderate to excellent enantioselectivity (55-92% ee).

KW - Asymmetric hydroformylation

KW - TangPhos

KW - [2.2.1]-Bicyclic olefin

UR - https://www.scopus.com/pages/publications/26444560105

UR - https://www.scopus.com/pages/publications/26444560105#tab=citedBy

U2 - 10.1016/j.tetlet.2005.09.012

DO - 10.1016/j.tetlet.2005.09.012

M3 - Article

AN - SCOPUS:26444560105

SN - 0040-4039

VL - 46

SP - 7831

EP - 7834

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 45

ER -

A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins

Abstract

All Science Journal Classification (ASJC) codes

Keywords

Access to Document

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