Title of article
1,2-Carbamoyl Migration on Enantio-enriched (alpha)-Lithioalkyl Carbamates Generated with s-Butyllithium/Sparteine: Steric Course and Mechanism
Author/Authors
Katsuhiko، Tomooka, نويسنده , , Hideo، Shimizu, نويسنده , , Takeshi، Nakai, نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 1999
Pages
-758
From page
759
To page
0
Abstract
Alkyl N,N-diisopropylcarbamates, when lithiated with sBuLi/(-)-sparteine in ether at -78 °C followed by warming to room temperature, are shown to undergo the 1,2-carbamoyl migration to give the (alpha)-hydroxy amides in >95% ee with complete retention of configuration at the Li-bearing carbanion terminus. An addition-elimination mechanism is proposed.
Keywords
Bibliometrics , refereed journals , research in probability and statistics , productivity rankings
Journal title
CHEMISTRY LETTERS
Serial Year
1999
Journal title
CHEMISTRY LETTERS
Record number
28518
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