22,-Dimethyl-4-phenyloxazoline and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions

Shuji Kanemasa; Kenjiro Onimura; Eiji Wada; Junji Tanaka

doi:10.1016/S0957-4166(00)80018-X

22,-Dimethyl-4-phenyloxazoline and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions

Shuji Kanemasa, Kenjiro Onimura, Eiji Wada, Junji Tanaka

Department of Fundamental Organic Chemistry

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%).

Original language	English
Pages (from-to)	1185-1188
Number of pages	4
Journal	Tetrahedron: Asymmetry
Volume	2
Issue number	12
DOIs	https://doi.org/10.1016/S0957-4166(00)80018-X
Publication status	Published - 1991

All Science Journal Classification (ASJC) codes

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1016/S0957-4166(00)80018-X

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title = "22,-Dimethyl-4-phenyloxazoline and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions",

abstract = "Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%).",

author = "Shuji Kanemasa and Kenjiro Onimura and Eiji Wada and Junji Tanaka",

year = "1991",

doi = "10.1016/S0957-4166(00)80018-X",

language = "English",

volume = "2",

pages = "1185--1188",

journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

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T1 - 22,-Dimethyl-4-phenyloxazoline and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions

AU - Kanemasa, Shuji

AU - Onimura, Kenjiro

AU - Wada, Eiji

AU - Tanaka, Junji

PY - 1991

Y1 - 1991

N2 - Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%).

AB - Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%).

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U2 - 10.1016/S0957-4166(00)80018-X

DO - 10.1016/S0957-4166(00)80018-X

M3 - Article

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VL - 2

SP - 1185

EP - 1188

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

SN - 0957-4166

IS - 12

ER -