A convenient synthesis of enantiomerically pure α-isocyano esters and N<sup>β</sup>-Fmoc-amino alkyl isonitriles derived from α-amino acids employing PPh<sub>3</sub>/I<sub>2 </sub> under mild conditions
IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)
View Archive Info| Field | Value | |
| Title |
A convenient synthesis of enantiomerically pure α-isocyano esters and N<sup>β</sup>-Fmoc-amino alkyl isonitriles derived from α-amino acids employing PPh<sub>3</sub>/I<sub>2 </sub> under mild conditions
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| Creator |
Santhosh, L
Shekharappa Krishnamurthy, M Sureshbabu, Vommina V |
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| Subject |
<em>N</em>-Formyl amino acid esters
Dehydration α-isocyano esters <em>N</em>-Fmoc-β-amino alkyl isonitiles α-amino acids |
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| Description |
1203-1207
Synthesis of enantiomerically pure α-isocyano esters has been described starting from α-amino acids. The end products are obtained in good yields by dehydration of <em>N</em>-formyl amino acid esters using PPh<sub>3</sub>/I<sub>2 </sub>in the presence of NMM in CH<sub>2</sub>Cl<sub>2</sub> at −15 to 0°C within 1 h. The protocol has been further extended to obtain <em>N</em>-Fmoc-β-amino alkylisonitiles <strong>4j-l</strong>, which were isolated as stable solids, purified and fully characterized by mass, <sup>1</sup>H and <sup>13</sup>C NMR analysis. |
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| Date |
2018-09-13T06:06:13Z
2018-09-13T06:06:13Z 2018-09 |
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| Type |
Article
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| Identifier |
0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/45043 |
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| Language |
en_US
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| Rights |
<img src='http://nopr.niscair.res.in/image/cc-license-sml.png'> <a href='http://creativecommons.org/licenses/by-nc-nd/2.5/in' target='_blank'>CC Attribution-Noncommercial-No Derivative Works 2.5 India</a>
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| Publisher |
NISCAIR-CSIR, India
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| Source |
IJC-B Vol.57B(09) [September 2018]
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