DOI: 10.1246/cl.1979.447. ENANTIOSELECTIVE ADDITION OF ACETYLENE TO ALDEHYDE. PREPARATION OF OPTICALLY ACTIVE ALKYNYL ALCOHOLS

ENANTIOSELECTIVE ADDITION OF ACETYLENE TO ALDEHYDE. PREPARATION OF OPTICALLY ACTIVE ALKYNYL ALCOHOLS

10.1246/cl.1979.447

Crossref journal-article

Oxford University Press (OUP)

Chemistry Letters (286)

Abstract

Abstract Enantioselective addition of acetylene to aldehyde was investigated by the use of (2S, 2′S)-2-hydroxymethyl-1-[(1-methylpyrrolidin-2-yl)methyl]pyrrolidine as a chiral ligand. The addition of lithium trimethylsilylacetylide to benzaldehyde afforded the corresponding alkynyl alcohol in 92% optical yield.

Bibliography

Mukaiyama, T., Suzuki, K., Soai, K., & Sato, T. (1979). ENANTIOSELECTIVE ADDITION OF ACETYLENE TO ALDEHYDE. PREPARATION OF OPTICALLY ACTIVE ALKYNYL ALCOHOLS. Chemistry Letters, 8(5), 447â448.

Authors 4

Teruaki Mukaiyama (first)
Keisuke Suzuki (additional)
Kenso Soai (additional)
Toshio Sato (additional)

References 12 Referenced 68

10.1021/ja00837a029
10.1021/jo00884a001
10.1021/jo00405a001
10.1111/j.1749-6632.1971.tb53185.x
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10.1021/ja00467a047
{'key': '2024011906093025500_r7'}
{'key': '2024011906093025500_r8'}
{'key': '2024011906093025500_r9'}
{'key': '2024011906093025500_r10'}
{'key': '2024011906093025500_r11'}
10.1021/ja00783a034

Dates

Type	When
Created	19 years, 1 month ago (July 24, 2006, 10:12 p.m.)
Deposited	1 year, 7 months ago (Jan. 19, 2024, 1:09 a.m.)
Indexed	1 year, 7 months ago (Jan. 19, 2024, 7:03 p.m.)
Issued	46 years, 4 months ago (May 1, 1979)
Published	46 years, 4 months ago (May 1, 1979)
Published Online	19 years, 5 months ago (March 27, 2006)
Published Print	46 years, 4 months ago (May 5, 1979)

Funders 0

None

BibTeX

@article{Mukaiyama_1979, title={ENANTIOSELECTIVE ADDITION OF ACETYLENE TO ALDEHYDE. PREPARATION OF OPTICALLY ACTIVE ALKYNYL ALCOHOLS}, volume={8}, ISSN={1348-0715}, url={http://dx.doi.org/10.1246/cl.1979.447}, DOI={10.1246/cl.1979.447}, number={5}, journal={Chemistry Letters}, publisher={Oxford University Press (OUP)}, author={Mukaiyama, Teruaki and Suzuki, Keisuke and Soai, Kenso and Sato, Toshio}, year={1979}, month=may, pages={447–448} }

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