One-Pot Conversion of Cinnamaldehyde to 2-Phenylethanol via a Biosynthetic Cascade Reaction

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논문

One-Pot Conversion of Cinnamaldehyde to 2-Phenylethanol via a Biosynthetic Cascade Reaction

학술지

Organic letters

저자명

Vorster, Amanda; Smit, Martha S.; Opperman, Diederik J.

초록

<P>A novel biosynthetic pathway for the production of natural 2-phenylethanol from cinnamaldehyde is reported. An ene-reductase (OYE)-mediated selective hydrogenation of cinnamaldehyde to hydrocinnamaldehyde is followed by a regioselective Baeyer-Villiger oxidation (BVMO) to produce the corresponding formate ester that either spontaneously hydrolyzes to 2-phenylethanol in water or is assisted by a formate dehydrogenase (FDH). This cascade reaction is performed in a one-pot fashion at ambient temperature and pressure. High selectivity and complete conversion were achieved.</P><BR>[FIG OMISSION]</BR>

발행연도

2019

발행기관

American Chemical Society

ISSN

1523-7060

권

호

페이지

pp.7024-7027

DOI

10.1021/acs.orglett.9b02611