Facile access to chiral ketones through metal-free oxidative C-C bond cleavage of aldehydes by O 2

Bhoopendra Tiwari; Junmin Zhang; Yonggui Robin Chi

doi:10.1002/anie.201107473

Facile access to chiral ketones through metal-free oxidative C-C bond cleavage of aldehydes by O ₂

Bhoopendra Tiwari, Junmin Zhang, Yonggui Robin Chi^*

^*Corresponding author for this work

Nanyang Technological University

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

67 Citations (Scopus)

Abstract

Giving the metal the boot: The title reaction provides facile access to functionalized chiral ketones from chiral α,α′-disubstituted aldehydes in the presence of molecular oxygen (see scheme). The C-C bond-cleavage approach offers an alternative or better method relative to the typical bond-forming strategies used in synthesizing chiral ketones.

Original language	English
Pages (from-to)	1911-1914
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	8
DOIs	https://doi.org/10.1002/anie.201107473
Publication status	Published - Feb 20 2012
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

C-C cleavage
enamines
ketones
oxygen
synthetic methods

Access to Document

10.1002/anie.201107473

Cite this

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abstract = "Giving the metal the boot: The title reaction provides facile access to functionalized chiral ketones from chiral α,α′-disubstituted aldehydes in the presence of molecular oxygen (see scheme). The C-C bond-cleavage approach offers an alternative or better method relative to the typical bond-forming strategies used in synthesizing chiral ketones.",

keywords = "C-C cleavage, enamines, ketones, oxygen, synthetic methods",

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AU - Tiwari, Bhoopendra

AU - Zhang, Junmin

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KW - enamines

KW - ketones

KW - oxygen

KW - synthetic methods

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