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利用 Passerini 反应通过生物基手性醛的立体选择性官能化合成多氧化杂环。

Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction.

机构信息

Dipartimento di Chimica e Chimica Industriale, Università di Genova, via Dodecaneso 31, 16146 Genova, Italy.

Dipartimento di Farmacia, Università di Genova, viale Cembrano 4, 16147 Genova, Italy.

出版信息

Molecules. 2020 Jul 15;25(14):3227. doi: 10.3390/molecules25143227.

DOI:10.3390/molecules25143227
PMID:32679733
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7397154/
Abstract

A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small library of new molecules. Thanks to the presence of different functional groups, further cyclizations were performed providing bicyclic polyoxygenated heterocycles.

摘要

一种手性生物基砌块，通过脂肪酶介导的赤藓糖醇衍生物的去对称化制备，进一步功能化，然后进行立体选择性 Passerini 反应，合成了一个新分子的小文库。由于存在不同的功能基团，进一步进行了环化反应，提供了双环多氧化杂环。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/50578d7647a4/molecules-25-03227-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/44e09f5e5bd9/molecules-25-03227-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/9388db2d18fa/molecules-25-03227-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/e4e21d1af150/molecules-25-03227-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/9f71c94c0fc4/molecules-25-03227-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/ccfd42f2a834/molecules-25-03227-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/b5585089e34a/molecules-25-03227-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/93101728015d/molecules-25-03227-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/6d62aea34061/molecules-25-03227-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/903b91d3f233/molecules-25-03227-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/50578d7647a4/molecules-25-03227-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/44e09f5e5bd9/molecules-25-03227-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/9388db2d18fa/molecules-25-03227-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/e4e21d1af150/molecules-25-03227-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/9f71c94c0fc4/molecules-25-03227-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/ccfd42f2a834/molecules-25-03227-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/b5585089e34a/molecules-25-03227-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/93101728015d/molecules-25-03227-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/6d62aea34061/molecules-25-03227-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/903b91d3f233/molecules-25-03227-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2dac/7397154/50578d7647a4/molecules-25-03227-sch010.jpg

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