Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol
Abstract Enantiomerically pure N ‐protected cis ‐4‐aminochroman‐3‐ol (key precursor in the synthesis of novel HIV second‐generation protease inhibitors), its trans isomer and both cis ‐ and trans ‐1‐amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol, useful chiral catalysts in organic synthesis, have been succ...
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crwiley:10.1002/ejoc.200600385 2024-06-02T07:57:09+00:00 Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol Recuero, Verónica de Gonzalo, Gonzalo Brieva, Rosario Gotor, Vicente 2006 http://dx.doi.org/10.1002/ejoc.200600385 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejoc.200600385 https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.200600385 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor European Journal of Organic Chemistry volume 2006, issue 18, page 4224-4230 ISSN 1434-193X 1099-0690 journal-article 2006 crwiley https://doi.org/10.1002/ejoc.200600385 2024-05-03T11:32:00Z Abstract Enantiomerically pure N ‐protected cis ‐4‐aminochroman‐3‐ol (key precursor in the synthesis of novel HIV second‐generation protease inhibitors), its trans isomer and both cis ‐ and trans ‐1‐amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol, useful chiral catalysts in organic synthesis, have been successfully prepared through a lipase‐catalyzed kinetic acylation of the alcohol moiety, employing as substrates the corresponding N ‐benzyloxycarbonyl‐protected derivatives. Of the biocatalysts tested, Pseudomonas cepacea and Candida antarctica B lipases showed excellent enantioselectivities in the acylation processes depending on the reaction conditions employed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library European Journal of Organic Chemistry 2006 18 4224 4230 |
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English |
description |
Abstract Enantiomerically pure N ‐protected cis ‐4‐aminochroman‐3‐ol (key precursor in the synthesis of novel HIV second‐generation protease inhibitors), its trans isomer and both cis ‐ and trans ‐1‐amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol, useful chiral catalysts in organic synthesis, have been successfully prepared through a lipase‐catalyzed kinetic acylation of the alcohol moiety, employing as substrates the corresponding N ‐benzyloxycarbonyl‐protected derivatives. Of the biocatalysts tested, Pseudomonas cepacea and Candida antarctica B lipases showed excellent enantioselectivities in the acylation processes depending on the reaction conditions employed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) |
format |
Article in Journal/Newspaper |
author |
Recuero, Verónica de Gonzalo, Gonzalo Brieva, Rosario Gotor, Vicente |
spellingShingle |
Recuero, Verónica de Gonzalo, Gonzalo Brieva, Rosario Gotor, Vicente Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
author_facet |
Recuero, Verónica de Gonzalo, Gonzalo Brieva, Rosario Gotor, Vicente |
author_sort |
Recuero, Verónica |
title |
Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
title_short |
Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
title_full |
Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
title_fullStr |
Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
title_full_unstemmed |
Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
title_sort |
chemoenzymatic preparation of enantiopure isomers of 4‐aminochroman‐3‐ol and 1‐amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol |
publisher |
Wiley |
publishDate |
2006 |
url |
http://dx.doi.org/10.1002/ejoc.200600385 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejoc.200600385 https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.200600385 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
European Journal of Organic Chemistry volume 2006, issue 18, page 4224-4230 ISSN 1434-193X 1099-0690 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/ejoc.200600385 |
container_title |
European Journal of Organic Chemistry |
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2006 |
container_issue |
18 |
container_start_page |
4224 |
op_container_end_page |
4230 |
_version_ |
1800739231358779392 |