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N-二苯膦基乙烯基氮丙啶的制备及开环反应。

Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines.

机构信息

Department of Chemistry, University of Reading, Reading RG6 6AD, U. K.

出版信息

Beilstein J Org Chem. 2013 May 2;9:852-9. doi: 10.3762/bjoc.9.98. Print 2013.

DOI:10.3762/bjoc.9.98
PMID:23766800
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3678660/
Abstract

Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity.

摘要

主要通过 N-二苯膦基亚胺与α-溴代烯丙基锂在新鲜熔融 ZnCl2 存在下反应制备(E)-N-二苯膦基乙烯基氮丙啶。这些氮丙啶与各种碳和亲核试剂发生开环反应,产率良好,通常具有良好的区域选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/8e7e61ccd14d/Beilstein_J_Org_Chem-09-852-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/04a8d475722b/Beilstein_J_Org_Chem-09-852-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/e6c7f0c3eab3/Beilstein_J_Org_Chem-09-852-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/314b998ef310/Beilstein_J_Org_Chem-09-852-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/8e7e61ccd14d/Beilstein_J_Org_Chem-09-852-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/04a8d475722b/Beilstein_J_Org_Chem-09-852-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/e6c7f0c3eab3/Beilstein_J_Org_Chem-09-852-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/314b998ef310/Beilstein_J_Org_Chem-09-852-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1598/3678660/8e7e61ccd14d/Beilstein_J_Org_Chem-09-852-g005.jpg

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Mechanistic Studies of Azaphilic versus Carbophilic Activation by Gold(I) in the Gold/Palladium Dual-Catalyzed Rearrangement of Alkenyl Vinyl Aziridines.金/钯双催化烯基乙烯基氮丙啶重排反应中,金(I)对亲氮与亲碳活化作用的机理研究
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