| Title of Article |
Synthesis of α-Propargylglycinates Using the Borono-Mannich
Reaction with Pinacol Allenylboronate and Potassium
Allenyltrifluoroborate |
| Date of Acceptance |
8 June 2016 |
| Journal |
| Title of Journal |
European Journal of Organic Chemistry |
| Standard |
|
| Institute of Journal |
Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
| ISBN/ISSN |
|
| Volume |
2016 |
| Issue |
2016 |
| Month |
|
| Year of Publication |
2016 |
| Page |
3765–3772 |
| Abstract |
The three component borono-Mannich reactions of
ethyl glyoxylate, primary or secondary amines and pinacol
allenylboronate or potassium allenyltrifluoroborate are highly
regioselective and give α-propargylglycinates. The (S)-N-tertbutylsulfinyl
imine of ethyl glyoxylate underwent an indium chloride catalyzed addition reaction with allenyl potassium trifluoroborate
in a highly regioselective and diastereoselective
manner to give ethyl (S)-α-propargylglycinate after N-deprotection
in 97 % ee. |
| Keyword |
Synthetic methods, Borono-Mannich reaction, Rerrangement, Amino acids, Alkynes |
| Author |
|
| Reviewing Status |
มีผู้ประเมินอิสระ |
| Status |
ตีพิมพ์แล้ว |
| Level of Publication |
นานาชาติ |
| citation |
false |
| Part of thesis |
true |
| Attach file |
|
| Citation |
0
|
|
|
Publication
Journal Publication
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