DOI: 10.1246/cl.1989.2119. Cyclo-((<i>S</i>)-leucyl-(<i>S</i>)-histidyl). A Catalyst for Asymmetric Addition of Hydrogen Cyanide to Aldehydes

Cyclo-((S)-leucyl-(S)-histidyl). A Catalyst for Asymmetric Addition of Hydrogen Cyanide to Aldehydes

10.1246/cl.1989.2119

Crossref journal-article

Oxford University Press (OUP)

Chemistry Letters (286)

Abstract

Abstract Asymmetric addition of hydrogen cyanide to various aldehydes in the presence of a catalytic amount of cyclo-((S)-leucyl-(S)-histidyl) affords the corresponding cyanohydrins in moderate to good optical yields. The reaction of benzaldehyde with hydrogen cyanide gives (S)-2-hydroxy-2-phenylacetonitrile (85%, 55% ee) whose stereochemistry is found to be opposite to our previous result using cyclo-((S)-phenylalanyl-(S)-histidyl).

Bibliography

Mori, A., Ikeda, Y., Kinoshita, K., & Inoue, S. (1989). Cyclo-((S)-leucyl-(S)-histidyl). A Catalyst for Asymmetric Addition of Hydrogen Cyanide to Aldehydes. Chemistry Letters, 18(12), 2119â2122.

Authors 4

Atsunori Mori (first)
Yoshitaka Ikeda (additional)
Koichi Kinoshita (additional)
Shohei Inoue (additional)

References 10 Referenced 41

{'key': '2024011909442750300_r1'}
{'key': '2024011909442750300_r2'}
10.1246/bcsj.59.893
10.1246/bcsj.61.4379
10.1016/S0040-4039(00)85047-9
10.1021/jo00161a035
10.1515/bchm2.1964.338.1-2.131
10.1021/jo01274a077
10.1021/jo01261a013
{'key': '2024011909442750300_r10'}

Dates

Type	When
Created	19 years, 3 months ago (May 8, 2006, 5:14 a.m.)
Deposited	1 year, 7 months ago (Jan. 19, 2024, 4:44 a.m.)
Indexed	1 year, 7 months ago (Jan. 19, 2024, 7:02 p.m.)
Issued	35 years, 8 months ago (Dec. 1, 1989)
Published	35 years, 8 months ago (Dec. 1, 1989)
Published Online	19 years, 3 months ago (May 8, 2006)
Published Print	35 years, 8 months ago (Dec. 1, 1989)

Funders 0

None

BibTeX

@article{Mori_1989, title={Cyclo-((S)-leucyl-(S)-histidyl). A Catalyst for Asymmetric Addition of Hydrogen Cyanide to Aldehydes}, volume={18}, ISSN={1348-0715}, url={http://dx.doi.org/10.1246/cl.1989.2119}, DOI={10.1246/cl.1989.2119}, number={12}, journal={Chemistry Letters}, publisher={Oxford University Press (OUP)}, author={Mori, Atsunori and Ikeda, Yoshitaka and Kinoshita, Koichi and Inoue, Shohei}, year={1989}, month=dec, pages={2119–2122} }

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