A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide

K. S. Yang; K. Chen

doi:10.1021/jo005621p

A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide

K. S. Yang, K. Chen^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

42 引文斯高帕斯（Scopus）

摘要

Reaction of various chiral camphor N-enoylpyrazolidinones 2a-g with N-aminophthalimide in the presence of lead tetraacetate in CH₂Cl₂ proceed smoothly afford the corresponding N-phthalimidoaziridines (3a-e, 4f-g) with excellent material yields (86-95%) at room temperature in 5 min. High levels of diastereoselectivities (up to >95:5 dr) were obtained. The solvent effect was investigated, and the auxiliary can be easily recovered in high yields under mild reaction conditions.

原文	英語
頁（從 - 到）	1676-1679
頁數	4
期刊	Journal of Organic Chemistry
卷	66
發行號	5
DOIs	https://doi.org/10.1021/jo005621p
出版狀態	已發佈 - 2001 3月 9

ASJC Scopus subject areas

有機化學

存取文件

10.1021/jo005621p

其它文件與鏈接

引用此

@article{c841959d979540b599b60e43bf5b7bb6,

title = "A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide",

abstract = "Reaction of various chiral camphor N-enoylpyrazolidinones 2a-g with N-aminophthalimide in the presence of lead tetraacetate in CH2Cl2 proceed smoothly afford the corresponding N-phthalimidoaziridines (3a-e, 4f-g) with excellent material yields (86-95%) at room temperature in 5 min. High levels of diastereoselectivities (up to >95:5 dr) were obtained. The solvent effect was investigated, and the auxiliary can be easily recovered in high yields under mild reaction conditions.",

author = "Yang, {K. S.} and K. Chen",

year = "2001",

month = mar,

day = "9",

doi = "10.1021/jo005621p",

language = "English",

volume = "66",

pages = "1676--1679",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide

AU - Yang, K. S.

AU - Chen, K.

PY - 2001/3/9

Y1 - 2001/3/9

N2 - Reaction of various chiral camphor N-enoylpyrazolidinones 2a-g with N-aminophthalimide in the presence of lead tetraacetate in CH2Cl2 proceed smoothly afford the corresponding N-phthalimidoaziridines (3a-e, 4f-g) with excellent material yields (86-95%) at room temperature in 5 min. High levels of diastereoselectivities (up to >95:5 dr) were obtained. The solvent effect was investigated, and the auxiliary can be easily recovered in high yields under mild reaction conditions.

AB - Reaction of various chiral camphor N-enoylpyrazolidinones 2a-g with N-aminophthalimide in the presence of lead tetraacetate in CH2Cl2 proceed smoothly afford the corresponding N-phthalimidoaziridines (3a-e, 4f-g) with excellent material yields (86-95%) at room temperature in 5 min. High levels of diastereoselectivities (up to >95:5 dr) were obtained. The solvent effect was investigated, and the auxiliary can be easily recovered in high yields under mild reaction conditions.

UR - http://www.scopus.com/inward/record.url?scp=0035831116&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035831116&partnerID=8YFLogxK

U2 - 10.1021/jo005621p

DO - 10.1021/jo005621p

M3 - Article

C2 - 11262112

AN - SCOPUS:0035831116

SN - 0022-3263

VL - 66

SP - 1676

EP - 1679

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 5

ER -

A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

引用此