Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes

Bis(oxazolinyl)phenylrhodium(III) aqua complexes, (Phebox)RhX(2)(H(2)O) [X = Cl, Br], were found to be efficient Lewis acid catalysts for the enantioselective addition of allyl- and methallyltributyltin reagents to amino aldehydes. The reactions proceed smoothly in the presence of 5–10 mol % of (Phe...

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Autores principales: Motoyama, Yukihiro, Sakakura, Takatoshi, Takemoto, Toshihide, Shimozono, Kayoko, Aoki, Katsuyuki, Nishiyama, Hisao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264686/
https://www.ncbi.nlm.nih.gov/pubmed/21709621
http://dx.doi.org/10.3390/molecules16075387
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author Motoyama, Yukihiro
Sakakura, Takatoshi
Takemoto, Toshihide
Shimozono, Kayoko
Aoki, Katsuyuki
Nishiyama, Hisao
author_facet Motoyama, Yukihiro
Sakakura, Takatoshi
Takemoto, Toshihide
Shimozono, Kayoko
Aoki, Katsuyuki
Nishiyama, Hisao
author_sort Motoyama, Yukihiro
collection PubMed
description Bis(oxazolinyl)phenylrhodium(III) aqua complexes, (Phebox)RhX(2)(H(2)O) [X = Cl, Br], were found to be efficient Lewis acid catalysts for the enantioselective addition of allyl- and methallyltributyltin reagents to amino aldehydes. The reactions proceed smoothly in the presence of 5–10 mol % of (Phebox)RhX(2)(H(2)O) complex at ambient temperature to give the corresponding amino alcohols with modest to good enantioselectivity (up to 94% ee).
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spelling pubmed-62646862018-12-10 Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes Motoyama, Yukihiro Sakakura, Takatoshi Takemoto, Toshihide Shimozono, Kayoko Aoki, Katsuyuki Nishiyama, Hisao Molecules Article Bis(oxazolinyl)phenylrhodium(III) aqua complexes, (Phebox)RhX(2)(H(2)O) [X = Cl, Br], were found to be efficient Lewis acid catalysts for the enantioselective addition of allyl- and methallyltributyltin reagents to amino aldehydes. The reactions proceed smoothly in the presence of 5–10 mol % of (Phebox)RhX(2)(H(2)O) complex at ambient temperature to give the corresponding amino alcohols with modest to good enantioselectivity (up to 94% ee). MDPI 2011-06-27 /pmc/articles/PMC6264686/ /pubmed/21709621 http://dx.doi.org/10.3390/molecules16075387 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Motoyama, Yukihiro
Sakakura, Takatoshi
Takemoto, Toshihide
Shimozono, Kayoko
Aoki, Katsuyuki
Nishiyama, Hisao
Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title_full Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title_fullStr Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title_full_unstemmed Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title_short Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes
title_sort enantioselective addition of allyltin reagents to amino aldehydes catalyzed with bis(oxazolinyl)phenylrhodium(iii) aqua complexes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264686/
https://www.ncbi.nlm.nih.gov/pubmed/21709621
http://dx.doi.org/10.3390/molecules16075387
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