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Synergistic catalysis: Highly enantioselective acetyl aza-arene addition to enals

Synergistic catalysis: Highly enantioselective acetyl aza-arene addition to enals
Synergistic catalysis: Highly enantioselective acetyl aza-arene addition to enals
A novel catalytic enantioselective methodology based on synergistic catalysis for the synthesis of chiral 2‐acyl pyridines and pyrazines is reported. The strategy involves the metal–Lewis acid activation of acetyl aza‐arenes and the secondary‐amine activation of enals. The proposed mechanism is supported by DFT calculations.
0947-6539
13306-13310
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Sitinova, Gabriela
8b98ba1c-ee09-4922-82e4-a9240aa12e64
Poderi, Cecilia
c16a043a-e79f-41b7-9e40-2685390dc63f
Mancinelli, Michele
23930b59-5ca3-41be-a61d-9e2510799d52
Zhang, Kaiheng
60fdb96c-3613-47c2-aeb7-6a6366f4ab67
Mazzanti, Andrea
1e31a7a1-e163-4bd4-9e72-42bc64f60277
Rios Torres, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Sitinova, Gabriela
8b98ba1c-ee09-4922-82e4-a9240aa12e64
Poderi, Cecilia
c16a043a-e79f-41b7-9e40-2685390dc63f
Mancinelli, Michele
23930b59-5ca3-41be-a61d-9e2510799d52
Zhang, Kaiheng
60fdb96c-3613-47c2-aeb7-6a6366f4ab67
Mazzanti, Andrea
1e31a7a1-e163-4bd4-9e72-42bc64f60277
Rios Torres, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Meazza, Marta, Sitinova, Gabriela, Poderi, Cecilia, Mancinelli, Michele, Zhang, Kaiheng, Mazzanti, Andrea and Rios Torres, Ramon (2019) Synergistic catalysis: Highly enantioselective acetyl aza-arene addition to enals. Chemistry - A European Journal, 24 (50), 13306-13310. (doi:10.1002/chem.201802303).

Record type: Article

Abstract

A novel catalytic enantioselective methodology based on synergistic catalysis for the synthesis of chiral 2‐acyl pyridines and pyrazines is reported. The strategy involves the metal–Lewis acid activation of acetyl aza‐arenes and the secondary‐amine activation of enals. The proposed mechanism is supported by DFT calculations.

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Meazza_et_al-2018-Chemistry_-_A_European_Journal - Accepted Manuscript
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Manuscript double addition acetyl azaarenes Chemistry - Accepted Manuscript
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Accepted/In Press date: 9 July 2018
e-pub ahead of print date: 10 July 2018
Published date: 6 September 2019

Identifiers

Local EPrints ID: 422378
URI: http://eprints.soton.ac.uk/id/eprint/422378
ISSN: 0947-6539
PURE UUID: 8d84fde2-9d34-43b9-8c52-23127237acca
ORCID for Marta Meazza: ORCID iD orcid.org/0000-0003-4382-0626
ORCID for Ramon Rios Torres: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 23 Jul 2018 16:30
Last modified: 07 Oct 2020 05:57

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