Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F
Publication type: Journal Article
Publication date: 2018-03-28
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
29589941
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An enantioselective total synthesis of blennolide D and the enantiomers of blennolide E and F is described using an enantioselective Wacker-type oxidation followed by the formation of the lactone moiety. For the introduction of the hydroxyl group in the γ-lactone, a TEMPO-mediated α-oxygenation was used which was followed by a benzylic oxidation and deprotection to give the desired compounds. In addition, an unknown diastereomer was synthesized.
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Senthilkumar S. et al. Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F // Organic Letters. 2018. Vol. 20. No. 8. pp. 2186-2189.
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Senthilkumar S., Valdomir G., Ganapathy D., Zhang Y., Tietze L. Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F // Organic Letters. 2018. Vol. 20. No. 8. pp. 2186-2189.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.8b00487
UR - https://doi.org/10.1021/acs.orglett.8b00487
TI - Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F
T2 - Organic Letters
AU - Senthilkumar, Soundararasu
AU - Valdomir, G.
AU - Ganapathy, Dhandapani
AU - Zhang, Yun
AU - Tietze, L.
PY - 2018
DA - 2018/03/28
PB - American Chemical Society (ACS)
SP - 2186-2189
IS - 8
VL - 20
PMID - 29589941
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2018_Senthilkumar,
author = {Soundararasu Senthilkumar and G. Valdomir and Dhandapani Ganapathy and Yun Zhang and L. Tietze},
title = {Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.8b00487},
number = {8},
pages = {2186--2189},
doi = {10.1021/acs.orglett.8b00487}
}
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MLA
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Senthilkumar, Soundararasu, et al. “Enantioselective Total Synthesis of the Fungal Metabolite Blennolide D and the Enantiomers of Blennolide E and F.” Organic Letters, vol. 20, no. 8, Mar. 2018, pp. 2186-2189. https://doi.org/10.1021/acs.orglett.8b00487.