Stereodefined Acyclic Polysubstituted Silyl Ketene Aminals: Asymmetric Formation of Aldol Products with Quaternary Carbon Stereocenters

Zackaria Nairoukh; Ilan Marek

doi:10.1002/anie.201507209

Stereodefined Acyclic Polysubstituted Silyl Ketene Aminals: Asymmetric Formation of Aldol Products with Quaternary Carbon Stereocenters

Zackaria Nairoukh, Ilan Marek^*

^*Corresponding author for this work

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

30 Scopus citations

Abstract

The regio- and stereoselective formation of stereodefined polysubstituted silyl ketene aminals is easily achieved through selective combined carbometalation-oxidation-silylation reactions. These substrates are ideal candidates for Mukaiyama aldol reactions with aliphatic aldehydes as they give the aldol products with a quaternary carbon stereocenter α to the carbonyl groups in outstanding diastereoselectivities.

Original language	English
Pages (from-to)	14393-14397
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	48
DOIs	https://doi.org/10.1002/anie.201507209
State	Published - 23 Nov 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

Mukaiyama reaction
aldols
one-pot reactions
quaternary carbon stereocenters
silyl ketene aminals

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10.1002/anie.201507209

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AU - Marek, Ilan

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KW - aldols

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Stereodefined Acyclic Polysubstituted Silyl Ketene Aminals: Asymmetric Formation of Aldol Products with Quaternary Carbon Stereocenters

Abstract

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Keywords

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