DOI: 10.1246/cl.1981.1621. HIGHLY STEREOSELECTIVE CONSTRUCTION OF CHIRAL QUATERNARY CARBON: ASYMMETRIC SYNTHESIS OF β,β-DISUBSTITUTED γ-BUTYROLACTONES

HIGHLY STEREOSELECTIVE CONSTRUCTION OF CHIRAL QUATERNARY CARBON: ASYMMETRIC SYNTHESIS OF β,β-DISUBSTITUTED γ-BUTYROLACTONES

10.1246/cl.1981.1621

Crossref journal-article

Oxford University Press (OUP)

Chemistry Letters (286)

Abstract

Abstract Asymmetric synthesis of β, β-disubstituted γ-butyrolactones was carried out in highly stereoselective and predictable way, by means of sequential dialkylation of (S) -γ-trityloxymethyl-γ-butyrolactone followed by lactone carbonyl transposition. Application to the synthesis of spirocyclic compound was also described.

Bibliography

Tomioka, K., Cho, Y.-S., Sato, F., & Koga, K. (1981). HIGHLY STEREOSELECTIVE CONSTRUCTION OF CHIRAL QUATERNARY CARBON: ASYMMETRIC SYNTHESIS OF Î²,Î²-DISUBSTITUTED Î³-BUTYROLACTONES. Chemistry Letters, 10(11), 1621â1624.

Authors 4

Kiyoshi Tomioka (first)
Youn-Sang Cho (additional)
Fuminori Sato (additional)
Kenji Koga (additional)

References 23 Referenced 20

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10.1021/ar50130a002
10.1016/S0040-4020(01)99497-9
10.1016/0040-4020(80)80024-X
10.1248/cpb.27.2760
10.1016/S0040-4039(00)92856-9
10.1016/0040-4039(81)80116-5
{'key': '2024011821150192600_r8'}
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10.1016/0040-4039(80)88012-9
10.1016/S0040-4039(00)78586-8
10.1016/S0040-4039(00)78748-X
10.3987/R-1979-04-0515
{'key': '2024011821150192600_r15'}
10.1021/ja00516a050
10.1021/jo01309a048
10.1021/jo01292a053
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{'key': '2024011821150192600_r20'}
{'key': '2024011821150192600_r21'}
{'key': '2024011821150192600_r22'}
10.1016/S0031-9422(00)88934-7

Dates

Type	When
Created	19 years, 1 month ago (July 24, 2006, 10:20 p.m.)
Deposited	1 year, 7 months ago (Jan. 18, 2024, 4:15 p.m.)
Indexed	1 year, 7 months ago (Jan. 18, 2024, 7:02 p.m.)
Issued	43 years, 10 months ago (Nov. 1, 1981)
Published	43 years, 10 months ago (Nov. 1, 1981)
Published Online	19 years, 5 months ago (March 27, 2006)
Published Print	43 years, 9 months ago (Nov. 5, 1981)

Funders 0

None

BibTeX

@article{Tomioka_1981, title={HIGHLY STEREOSELECTIVE CONSTRUCTION OF CHIRAL QUATERNARY CARBON: ASYMMETRIC SYNTHESIS OF β,β-DISUBSTITUTED γ-BUTYROLACTONES}, volume={10}, ISSN={1348-0715}, url={http://dx.doi.org/10.1246/cl.1981.1621}, DOI={10.1246/cl.1981.1621}, number={11}, journal={Chemistry Letters}, publisher={Oxford University Press (OUP)}, author={Tomioka, Kiyoshi and Cho, Youn-Sang and Sato, Fuminori and Koga, Kenji}, year={1981}, month=nov, pages={1621–1624} }

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