Kinetic resolution of atropisomeric amides

Ramon Rios; Ciril Jimeno; Patrick J. Carroll; Patrick J. Walsh

doi:10.1021/ja026436r

Kinetic resolution of atropisomeric amides

Ramon Rios, Ciril Jimeno, Patrick J. Carroll, Patrick J. Walsh

Chemistry

University of Pennsylvania

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

61 Scopus citations

Abstract

We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.

Original language	British English
Pages (from-to)	10272-10273
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	124
Issue number	35
DOIs	https://doi.org/10.1021/ja026436r
State	Published - 4 Sep 2002

Access to Document

10.1021/ja026436r

Cite this

@article{68e4e1c18d39497cbcfaa083a3a59b33,

title = "Kinetic resolution of atropisomeric amides",

abstract = "We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.",

author = "Ramon Rios and Ciril Jimeno and Carroll, {Patrick J.} and Walsh, {Patrick J.}",

year = "2002",

month = sep,

day = "4",

doi = "10.1021/ja026436r",

language = "British English",

volume = "124",

pages = "10272--10273",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "35",

}

TY - JOUR

T1 - Kinetic resolution of atropisomeric amides

AU - Rios, Ramon

AU - Jimeno, Ciril

AU - Carroll, Patrick J.

AU - Walsh, Patrick J.

PY - 2002/9/4

Y1 - 2002/9/4

N2 - We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.

AB - We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.

UR - http://www.scopus.com/inward/record.url?scp=0037019649&partnerID=8YFLogxK

U2 - 10.1021/ja026436r

DO - 10.1021/ja026436r

M3 - Article

C2 - 12197717

AN - SCOPUS:0037019649

SN - 0002-7863

VL - 124

SP - 10272

EP - 10273

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 35

ER -

Kinetic resolution of atropisomeric amides

Abstract

Access to Document

Other files and links

Fingerprint

Cite this