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通过中断的 Bischler-Napieralski 反应合成四环螺吲哚啉：阿枯米星的全合成。

Synthesis of tetracyclic spiroindolines by an interrupted Bischler-Napieralski reaction: total synthesis of akuammicine.

机构信息

Department of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands.

出版信息

Org Biomol Chem. 2021 Nov 18;19(44):9641-9644. doi: 10.1039/d1ob01966j.

DOI:10.1039/d1ob01966j
PMID:34724022
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8600370/
Abstract

Judicious substrate design allows interruption of the classical Bischler-Napieralski reaction, providing access to a range of diversely substituted tetracyclic spiroindolines. These complex polycyclic scaffolds are valuable building blocks for the construction of indole alkaloids, as showcased in a concise total synthesis of (±)-akuammicine.

摘要

明智的底物设计允许中断经典的 Bischler-Napieralski 反应，从而获得一系列具有不同取代基的四环螺吲哚啉。这些复杂的多环支架是构建吲哚生物碱的有价值的构建块，如简洁的（±）-阿枯米定全合成所展示的那样。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/b0752fa73d63/d1ob01966j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/74826eaf9f8c/d1ob01966j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/d13adbb9d1f1/d1ob01966j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/8761cd41c7c5/d1ob01966j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/e4ef4e58bdd3/d1ob01966j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/b0752fa73d63/d1ob01966j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/74826eaf9f8c/d1ob01966j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/d13adbb9d1f1/d1ob01966j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/8761cd41c7c5/d1ob01966j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/e4ef4e58bdd3/d1ob01966j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ebda/8600370/b0752fa73d63/d1ob01966j-s4.jpg

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