Stereoselective Synthesis of 8-Trialkylstannylmenthols
Trialkyltin menthones of type 2 are obtained selectively by 1,4-addition of trialkylstannyl lithium to (-)-pulegone. Reduction of 2 with borane in THF using as catalyst the reagent prepared from borane and (S)-valinol gave a mixture of the corresponding trialkyltin alcohols 3 (Me: 84%; n-Bu: 90,6%)...
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Format: | Article |
Language: | English |
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MDPI AG
2000-03-01
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Series: | Molecules |
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Online Access: | http://www.mdpi.com/1420-3049/5/3/594/ |
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author | Julio C. Podestá Verónica Dodero Nelda N. Giagante Sandra D. Mandolesi |
author_facet | Julio C. Podestá Verónica Dodero Nelda N. Giagante Sandra D. Mandolesi |
author_sort | Julio C. Podestá |
collection | DOAJ |
description | Trialkyltin menthones of type 2 are obtained selectively by 1,4-addition of trialkylstannyl lithium to (-)-pulegone. Reduction of 2 with borane in THF using as catalyst the reagent prepared from borane and (S)-valinol gave a mixture of the corresponding trialkyltin alcohols 3 (Me: 84%; n-Bu: 90,6%) and 4 (Me: 16% and n-Bu: 9,4%). |
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format | Article |
id | doaj.art-2445202e7891425491b8b2d64395445d |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-24T13:10:11Z |
publishDate | 2000-03-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-2445202e7891425491b8b2d64395445d2022-12-21T16:53:54ZengMDPI AGMolecules1420-30492000-03-015359459510.3390/50300594Stereoselective Synthesis of 8-TrialkylstannylmentholsJulio C. PodestáVerónica DoderoNelda N. GiaganteSandra D. MandolesiTrialkyltin menthones of type 2 are obtained selectively by 1,4-addition of trialkylstannyl lithium to (-)-pulegone. Reduction of 2 with borane in THF using as catalyst the reagent prepared from borane and (S)-valinol gave a mixture of the corresponding trialkyltin alcohols 3 (Me: 84%; n-Bu: 90,6%) and 4 (Me: 16% and n-Bu: 9,4%).http://www.mdpi.com/1420-3049/5/3/594/n/a |
spellingShingle | Julio C. Podestá Verónica Dodero Nelda N. Giagante Sandra D. Mandolesi Stereoselective Synthesis of 8-Trialkylstannylmenthols Molecules n/a |
title | Stereoselective Synthesis of 8-Trialkylstannylmenthols |
title_full | Stereoselective Synthesis of 8-Trialkylstannylmenthols |
title_fullStr | Stereoselective Synthesis of 8-Trialkylstannylmenthols |
title_full_unstemmed | Stereoselective Synthesis of 8-Trialkylstannylmenthols |
title_short | Stereoselective Synthesis of 8-Trialkylstannylmenthols |
title_sort | stereoselective synthesis of 8 trialkylstannylmenthols |
topic | n/a |
url | http://www.mdpi.com/1420-3049/5/3/594/ |
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