3-Trimethylsilylbicyclo[3.2.1]oct-2-ene in the synthesis of functionalized bicyclo[3.2.1] octane systems
IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)
View Archive Info| Field | Value | |
| Creator |
Patil, Govindagouda S
Nagendrappa, Gopalpur |
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| Date |
2013-10-11T10:44:51Z
2013-10-11T10:44:51Z 2002-05 |
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| Identifier |
0975-0983(Online); 0376-4699(Print)
http://hdl.handle.net/123456789/21911 |
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| Description |
1019-1024
3-Trimethylsilylbicyclo[3.2.1]oct-2-ene <b>5</b> is shown to be useful in the synthesis of functionalized bicyclo[3.2.1]octanes. It undergoes acylation to give 3-bicyclo[3.2.1]oct-2-enyl ketones <b>6-10</b> without undergoing skeletal rearrangement, in contrast to the acylation of 2-trimethylsilylbicyclo[2.2.1]hept-2-ene <b>23</b>. It can be epoxidized and the epoxysilane <b>21</b> hydrolyzes to the silyldiol <b>22 </b>in normal way as against the resistance of 2 trimethylsilylbicyclo[2.2.1]hept-2-ene epoxide <b>24 </b>towards hydrolysis. |
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| Language |
en_US
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| Publisher |
NISCAIR-CSIR, India
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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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| Source |
IJC-B Vol.41B(05) [May 2002]
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| Title |
3-Trimethylsilylbicyclo[3.2.1]oct-2-ene in the synthesis of functionalized bicyclo[3.2.1] octane systems
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| Type |
Article
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