, том 12 , издание 2 , страницы 510-517

Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals

Li-Xiong Shao ¹

Bo Xu Bo ¹

Jin Wen Huang ¹

Min Shi ²

Скрыть аффилиации авторов Показать аффилиации авторов: 2 аффилиации

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (China) |

East China University of Science and Technology, 130 Mei Long Lu, Shanghai 200237, China, Fax: (+86) 21‐6416‐6128 |

Тип публикации: Journal Article

Дата публикации: 2006-01-01

Wiley

Chemistry - A European Journal

scimago Q1

wos Q2

БС1

SJR: 0.981

CiteScore: 6.7

Impact factor: 3.7

ISSN: 09476539, 15213765

DOI: 10.1002/chem.200500447

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PubMed ID: 16163769

General Chemistry

Catalysis

Organic Chemistry

Краткое описание

Methylenecyclopropanes (MCPs 1) react with aldehydes, N-tosyl aldimines, and acetals to give the corresponding indene, THF, and pyrrolidine cycloaddition products in the presence of BF3 x OEt2 under mild reaction conditions. Some special transformations of MCPs 1 with aldehydes have been reported in this paper. A plausible reaction mechanism has been discussed, which is based on a deuterium-labeling experiment and the Prins-type reaction mechanism.

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Shao L. et al. Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals // Chemistry - A European Journal. 2006. Vol. 12. No. 2. pp. 510-517.

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Shao L., Xu Bo B., Huang J. W., Shi M. Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals // Chemistry - A European Journal. 2006. Vol. 12. No. 2. pp. 510-517.

RIS |

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TY - JOUR

DO - 10.1002/chem.200500447

UR - https://doi.org/10.1002/chem.200500447

TI - Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals

T2 - Chemistry - A European Journal

AU - Shao, Li-Xiong

AU - Xu Bo, Bo

AU - Huang, Jin Wen

AU - Shi, Min

PY - 2006

DA - 2006/01/01

PB - Wiley

SP - 510-517

IS - 2

VL - 12

PMID - 16163769

SN - 0947-6539

SN - 1521-3765

ER -

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@article{2006_Shao,

author = {Li-Xiong Shao and Bo Xu Bo and Jin Wen Huang and Min Shi},

title = {Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals},

journal = {Chemistry - A European Journal},

year = {2006},

volume = {12},

publisher = {Wiley},

month = {jan},

url = {https://doi.org/10.1002/chem.200500447},

number = {2},

pages = {510--517},

doi = {10.1002/chem.200500447}

}

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Shao, Li-Xiong, et al. “Synthesis of the Indene, THF, and Pyrrolidine Skeletons by Lewis Acid Mediated Cycloaddition of Methylenecyclopropanes with Aldehydes,N-Tosyl Aldimines, and Acetals.” Chemistry - A European Journal, vol. 12, no. 2, Jan. 2006, pp. 510-517. https://doi.org/10.1002/chem.200500447.

Издатель

Wiley

Журнал

Chemistry - A European Journal

scimago Q1

wos Q2

БС1

SJR

0.981

CiteScore

6.7

Impact factor

3.7

ISSN

09476539 (Print)

15213765 (Electronic)