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  Triflimide: An Overlooked High‐Performance Catalyst of the Mukaiyama Aldol Reaction of Silyl Ketene Acetals with Ketones

Bae, H. Y., & List, B. (2018). Triflimide: An Overlooked High‐Performance Catalyst of the Mukaiyama Aldol Reaction of Silyl Ketene Acetals with Ketones. Chemistry – A European Journal, 24(52), 13767-13772. doi:10.1002/chem.201803142.

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Bae, List 2018.pdf (Postprint), 2MB
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 Creators:
Bae, Han Yong1, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: Aldol reactions; Lewis acids; Mukaiyama aldol reaction; parts-per-million; silyl ketene acetal; tertiary aldols
 Abstract: The Mukaiyama aldol reaction is a widely applied carbon–carbon bond forming reaction. However, despite numerous well‐established methods using aldehydes as acceptors, only few examples exist with ketones. Here we report a highly practical catalytic approach to this transformation, namely, the triflimide catalyzed Mukaiyama aldol reaction of silyl ketene acetals with ketones. This method exhibits a broad substrate scope, is very rapid, tolerates functionalized substrates, and requires only parts‐per‐million catalyst loadings with preparative scale reactions up to hundreds of grams in excellent purity (>99 %).

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Language(s): eng - English
 Dates: 2018-06-192018-06-262018-09-18
 Publication Status: Published online
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.201803142
 Degree: -

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Title: Chemistry – A European Journal
  Other : Chem. – Eur. J.
  Other : Chem. Eur. J.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 24 (52) Sequence Number: - Start / End Page: 13767 - 13772 Identifier: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058