Deracemization of a Phosphine Oxide via Enantioselective Protonation

Treatment of the phosphine oxide anion 2 with the keto aniline 3c affords (S)-1 with 81-83% ee, and one crystallization upgrades the material to (S)-1 with > 99% ee (78% overall yield).

Saved in:
Bibliographic Details
Published inJournal of organic chemistry Vol. 59; no. 22; pp. 6517 - 6518
Main Authors Vedejs, E, Garcia-Rivas, J. A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.11.1994
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANIONS
SOLID-STATE STRUCTURE
ENOLATE
CARBANIONS
ALKYLATIONS
AMIDE
Online AccessGet full text

Cover

More Information
Summary:Treatment of the phosphine oxide anion 2 with the keto aniline 3c affords (S)-1 with 81-83% ee, and one crystallization upgrades the material to (S)-1 with > 99% ee (78% overall yield).
Bibliography:istex:C9ABA84D642AC9AA9204725FDD970551A36101BE
ark:/67375/TPS-B2RGJRHG-C
ISSN:0022-3263
1520-6904
DOI:10.1021/jo00101a008