Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition
Тип публикации: Journal Article
Дата публикации: 2002-11-12
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
PubMed ID:
12467406
Organic Chemistry
Краткое описание
A direct entry to spirocycles with low to moderate regioselectivity was achieved by triphenylphosphine-catalyzed [3 + 2]-cycloaddition of active exo-methylenecycles (1) and ethyl 2,3-butadienoate (2). The regioselectivity of the reaction was greatly improved by using the bulky tert-butyl ester of the 2,3-butadienoate (5). The regioselectivity of the reaction was further enhanced by using the tert-butyl 2-butynoate as the substrate. This protocol provided an efficient entry to the skeleton of spirocarbocycles, especially spiro[4.n]alkanes.
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ГОСТ
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Du Y., LU X., Yu Y. Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition // Journal of Organic Chemistry. 2002. Vol. 67. No. 25. pp. 8901-8905.
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Du Y., LU X., Yu Y. Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition // Journal of Organic Chemistry. 2002. Vol. 67. No. 25. pp. 8901-8905.
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RIS
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TY - JOUR
DO - 10.1021/jo026111t
UR - https://doi.org/10.1021/jo026111t
TI - Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition
T2 - Journal of Organic Chemistry
AU - Du, Yishu
AU - LU, XIYAN
AU - Yu, Yihua
PY - 2002
DA - 2002/11/12
PB - American Chemical Society (ACS)
SP - 8901-8905
IS - 25
VL - 67
PMID - 12467406
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (до 50 авторов)
Скопировать
@article{2002_Du,
author = {Yishu Du and XIYAN LU and Yihua Yu},
title = {Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition},
journal = {Journal of Organic Chemistry},
year = {2002},
volume = {67},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jo026111t},
number = {25},
pages = {8901--8905},
doi = {10.1021/jo026111t}
}
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MLA
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Du, Yishu, et al. “Highly Regioselective Construction of Spirocycles via Phosphine-Catalyzed [3 + 2]-Cycloaddition.” Journal of Organic Chemistry, vol. 67, no. 25, Nov. 2002, pp. 8901-8905. https://doi.org/10.1021/jo026111t.
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