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1,3-茚二酮类化合物含有全饱和螺环戊烷的DABCO催化高非对映选择性合成,涉及2-(2'-氧代烷基)-1,3-茚二酮和硝基苯乙烯。

DABCO-catalysed highly diastereoselective synthesis of 1,3-indandione containing fully saturated spirocyclopentanes involving 2-(2'-ketoalkyl)-1,3-indandiones and nitrostyrenes.

作者信息

Mishra Gitanjali, Bobonga Missa Saril, Islam Khadimul, Chakraborty Arundhuti, Thirupathi Barla

机构信息

Department of Chemical Sciences, Indian Institute of Science Education & Research Berhampur, Transit Campus Govt. ITI Building, NH 59, Engineering School Road, Ganjam District Berhampur 760010 Odisha India

出版信息

RSC Adv. 2025 Aug 28;15(37):30768-30780. doi: 10.1039/d5ra04224k. eCollection 2025 Aug 22.

DOI:10.1039/d5ra04224k
PMID:40895748
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12395038/
Abstract

Highly functionalized 1,3-indandione containing spirocyclopentanes has been synthesized by reacting nitrostyrenes with 2-(2'-ketoalkyl)-1,3-indandiones using a catalytic amount of DABCO. The resultant products possess three consecutive chiral centres in addition to a spirocyclic centre and are obtained in a highly diastereoselective manner using a catalytic amount of the organic base, DABCO.

摘要

通过使用催化量的1,4 - 二氮杂双环[2.2.2]辛烷(DABCO)使硝基苯乙烯与2-(2'-酮烷基)-1,3 - 茚二酮反应,合成了含有螺环戊烷的高度官能化的1,3 - 茚二酮。所得产物除了一个螺环中心外还具有三个连续的手性中心,并且使用催化量的有机碱DABCO以高度非对映选择性的方式获得。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/1ba24f1f51a1/d5ra04224k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/667f45e1f410/d5ra04224k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/d92143bbf2d0/d5ra04224k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/353310d2e0d5/d5ra04224k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/1ba24f1f51a1/d5ra04224k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/667f45e1f410/d5ra04224k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/d92143bbf2d0/d5ra04224k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/353310d2e0d5/d5ra04224k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7862/12395038/1ba24f1f51a1/d5ra04224k-s4.jpg

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