Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction
Тип публикации: Journal Article
Дата публикации: 2010-07-29
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
20669919
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
An enantioselective formal synthesis of (-)-englerin A (1) is reported. Key to the strategy is a Rh-catalyzed [4 + 3] cycloaddition reaction between furan 10 and diazo ester 11 that, following an intramolecular aldol condensation, produces the tricyclic scaffold of englerin. This strategy also provides a rapid, efficient, and stereoselective access to the biologically significant core motif of the guaiane sesquiterpenes.
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ГОСТ
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Xu J., Caro Diaz E. J., Theodorakis E. Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction // Organic Letters. 2010. Vol. 12. No. 16. pp. 3708-3711.
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Xu J., Caro Diaz E. J., Theodorakis E. Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction // Organic Letters. 2010. Vol. 12. No. 16. pp. 3708-3711.
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RIS
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TY - JOUR
DO - 10.1021/ol1015652
UR - https://doi.org/10.1021/ol1015652
TI - Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction
T2 - Organic Letters
AU - Xu, Jing
AU - Caro Diaz, Eduardo J
AU - Theodorakis, E.
PY - 2010
DA - 2010/07/29
PB - American Chemical Society (ACS)
SP - 3708-3711
IS - 16
VL - 12
PMID - 20669919
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2010_Xu,
author = {Jing Xu and Eduardo J Caro Diaz and E. Theodorakis},
title = {Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction},
journal = {Organic Letters},
year = {2010},
volume = {12},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/ol1015652},
number = {16},
pages = {3708--3711},
doi = {10.1021/ol1015652}
}
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MLA
Скопировать
Xu, Jing, et al. “Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction.” Organic Letters, vol. 12, no. 16, Jul. 2010, pp. 3708-3711. https://doi.org/10.1021/ol1015652.
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