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Asymmetric Addition Reactions of Lithium (Trimethylsilyl)acetylide with Chiral α-Amino Nitrones. Synthesis of Diastereomerically Pure N -Hydroxy-α-amino Acids †

✍ Scribed by Merino, Pedro; Franco, Santiago; Merchan, Francisco L.; Tejero, Tomas


Book ID
127080726
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
66 KB
Volume
63
Category
Article
ISSN
0022-3263

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Nitrones react with the lithium anions of ethyl and t-butyl propiolates to give acetylenic N-hydroxylamines. The reduction of these compounds with Zn in the presence of an acid leads to E and Z ct,p-ethylenic-,/-aminoecids derivatives. The stereoselectivity of these reactions was studied.