Chemo-enzymatic preparation of hydroxymethyl ketones
Journal of the Chemical Society, Perkin Transactions 1, 2002•pubs.rsc.org
A series of hydroxymethyl ketones 4a–g were obtained from the corresponding
halogenomethyl ketones 2a–gvia their transformation into acetoxymethyl ketones 3a–g by
18-crown-6 catalysed substitution with NaOAc followed by Novozyme 435™ catalysed
ethanolysis. This convenient chemo-enzymatic route provides a mild, heavy-metal-free
alternative to the direct α-hydroxylations of methyl ketones 1a–g.
halogenomethyl ketones 2a–gvia their transformation into acetoxymethyl ketones 3a–g by
18-crown-6 catalysed substitution with NaOAc followed by Novozyme 435™ catalysed
ethanolysis. This convenient chemo-enzymatic route provides a mild, heavy-metal-free
alternative to the direct α-hydroxylations of methyl ketones 1a–g.
A series of hydroxymethyl ketones 4a–g were obtained from the corresponding halogenomethyl ketones 2a–gvia their transformation into acetoxymethyl ketones 3a–g by 18-crown-6 catalysed substitution with NaOAc followed by Novozyme 435™ catalysed ethanolysis. This convenient chemo-enzymatic route provides a mild, heavy-metal-free alternative to the direct α-hydroxylations of methyl ketones 1a–g.
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