Home / Publications / Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans

Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans

Aidar Zufarovich Al'mukhametov 1
Aidar Zufarovich Al'mukhametov
Airat Maratovich Gimazetdinov 1
Airat Maratovich Gimazetdinov
Mansur Sagar'yarovich Miftakhov 1
Mansur Sagar'yarovich Miftakhov
Published 2018-06-29
CommunicationVolume 28, Issue 4, 362-363
5
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Al'mukhametov A. Z., Gimazetdinov A. M., Miftakhov M. S. Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 362-363.
GOST all authors (up to 50) Copy
Al'mukhametov A. Z., Gimazetdinov A. M., Miftakhov M. S. Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 362-363.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2018.07.006
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.006
TI - Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans
T2 - Mendeleev Communications
AU - Al'mukhametov, Aidar Zufarovich
AU - Gimazetdinov, Airat Maratovich
AU - Miftakhov, Mansur Sagar'yarovich
PY - 2018
DA - 2018/06/29
PB - Mendeleev Communications
SP - 362-363
IS - 4
VL - 28
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Al'mukhametov,
author = {Aidar Zufarovich Al'mukhametov and Airat Maratovich Gimazetdinov and Mansur Sagar'yarovich Miftakhov},
title = {Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.006},
number = {4},
pages = {362--363},
doi = {10.1016/j.mencom.2018.07.006}
}
MLA
Cite this
MLA Copy
Al'mukhametov, Aidar Zufarovich, et al. “Synthetically attractive chiral cyclopentenone building blocks conjugated with tetrahydro- and 2-oxotetrahydrofurans.” Mendeleev Communications, vol. 28, no. 4, Jun. 2018, pp. 362-363. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.006.

Abstract

Synthetically useful chiral building blocks (3aS,6aR)-1,3,3a,6atetrahydro-4H-cyclopenta[c]furan-4-one and (3aS,6aR)-3a,6a-dihydro-1H-cyclopenta[c]furan-1,4(3H)-dione have been synthesized via a key allylsilane–allyl alcohol fragmentation pathway using (3aS,6S,6aR)-6-(trimethylsilyl)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one as an illustrative example.

References

1.
A stereospecific total synthesis of (.+-.)-methylenomycin A and its epimer, (.+-.)-epimethylenomycin A
Scarborough R.M., Toder B.H., Smith A.B.
Journal of the American Chemical Society, 1980
4.
Total synthesis of the polyether antibiotic ionomycin
Evans D.A., Dow R.L., Shih T.L., Takacs J.M., Zahler R.
Journal of the American Chemical Society, 1990
5.
The total synthesis of (+)-ionomycin
Hanessian S., Cooke N.G., DeHoff B., Sakito Y.
Journal of the American Chemical Society, 1990
6.
The total synthesis of ionophore antibiotics. A convergent synthesis of lasalocid A (X537A)
Ireland R.E., Anderson R.C., Badoud R., Fitzsimmons B.J., McGarvey G.J., Thaisrivongs S., Wilcox C.S.
Journal of the American Chemical Society, 1983
7.
Enantiodivergent syntheses of (+)- and (-)-nonactic acid and the total synthesis of nonactin
Bartlett P.A., Meadows J.D., Ottow E.
Journal of the American Chemical Society, 1984
8.
10.1016/j.mencom.2018.07.006_bib0040
Li
Beilstein J. Org. Chem, 2008
9.
Total synthesis of glycinoeclepin A
Murai A.
Pure and Applied Chemistry, 1989
10.
Gimazetdinov A.M., Gimazetdinova T.V., Miftakhov M.S.
Mendeleev Communications, 2010
13.
10.1016/j.mencom.2018.07.006_bib0065
Gimazetdinov
Nat. Prod. Commun, 2013
15.
Fluoride anion-induced intramolecular cyclopropanation of allylsilanes
Gimazetdinov A.M., Al'mukhametov A.Z., Spirikhin L.V., Miftakhov M.S.
Tetrahedron Letters, 2017
16.
New chiral block for cyclopentanoids synthesis
Gimazetdinov A.M., Almukhametov V.Z., Loza V.V., Miftakhov M.S.
Russian Journal of Organic Chemistry, 2016