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环古菌醇、异古菌醇、古菌醇和霉菌酮肽全合成的统一方法。

A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide.

作者信息

Andringa Ruben L H, de Kok Niels A W, Driessen Arnold J M, Minnaard Adriaan J

机构信息

Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.

Department of Molecular Microbiology, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.

出版信息

Angew Chem Int Ed Engl. 2021 Aug 2;60(32):17497-17503. doi: 10.1002/anie.202104759. Epub 2021 Jun 4.

DOI:10.1002/anie.202104759
PMID:33929790
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8362178/
Abstract

Ir-catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established C-NMR method to determine the enantioselectivity of each methyl-branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency.

摘要

铱催化的不对称烯烃氢化反应是制备饱和类异戊二烯和霉菌酮类化合物的卓越策略。这种高度立体选择性的合成方法与一种成熟的碳核磁共振方法相结合，以确定每个甲基支链立体中心的对映选择性。结果表明，这种分析方法是适用的，并且这种结合使得目标化合物的合成效率显著提高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/9e51b633f2fa/ANIE-60-17497-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/c8e32286e8f3/ANIE-60-17497-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/0263782f4eee/ANIE-60-17497-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/eadc8d4957d0/ANIE-60-17497-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/2b386a8efc61/ANIE-60-17497-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/4c5c04d691f2/ANIE-60-17497-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/bf401c371c8f/ANIE-60-17497-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/41c63253d9f1/ANIE-60-17497-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/9e51b633f2fa/ANIE-60-17497-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/c8e32286e8f3/ANIE-60-17497-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/0263782f4eee/ANIE-60-17497-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/eadc8d4957d0/ANIE-60-17497-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/2b386a8efc61/ANIE-60-17497-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/4c5c04d691f2/ANIE-60-17497-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/bf401c371c8f/ANIE-60-17497-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/41c63253d9f1/ANIE-60-17497-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c05/8362178/9e51b633f2fa/ANIE-60-17497-g002.jpg

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