American Chemical Society (ACS)
Organic Letters
,  том 22 ,  издание 9 ,  страницы 3509-3514

Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction

Тип публикации: Journal Article
Дата публикации: 2020-04-10
American Chemical Society (ACS)
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Herein, we report a method for efficient synthesis of gem-difluorobishomoallylic alcohols starting from trifluoromethyl-substituted alkenes and epoxides via a titanocene-catalyzed reductive domino reaction, which consists of a Ti(III)-mediated radical-type ring opening and the following allylic defluorinative cross-coupling reaction via sequential radical addition and β-F elimination. Notably, complete regioselectivity and high tolerance of functionalities can be achieved in this reaction. Furthermore, diverse 6-fluoro-3,4-dihydro-2H-pyrans have been prepared through derivatization of the cross-coupling products in one single step.
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Lin Z. et al. Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction // Organic Letters. 2020. Vol. 22. No. 9. pp. 3509-3514.
ГОСТ со всеми авторами (до 50) Скопировать
Lin Z., Yun L., Wang C. Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction // Organic Letters. 2020. Vol. 22. No. 9. pp. 3509-3514.
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TY - JOUR
DO - 10.1021/acs.orglett.0c00960
UR - https://doi.org/10.1021/acs.orglett.0c00960
TI - Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction
T2 - Organic Letters
AU - Lin, Zhiyang
AU - Yun, Lan
AU - Wang, Chuan
PY - 2020
DA - 2020/04/10
PB - American Chemical Society (ACS)
SP - 3509-3514
IS - 9
VL - 22
PMID - 32275154
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
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@article{2020_Lin,
author = {Zhiyang Lin and Lan Yun and Chuan Wang},
title = {Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction},
journal = {Organic Letters},
year = {2020},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.0c00960},
number = {9},
pages = {3509--3514},
doi = {10.1021/acs.orglett.0c00960}
}
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Lin, Zhiyang, et al. “Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction.” Organic Letters, vol. 22, no. 9, Apr. 2020, pp. 3509-3514. https://doi.org/10.1021/acs.orglett.0c00960.