Synthesis of Bi(cyclopropane) β-Amino Tricarboxylic Acids from Fulvalene
عنوان مقاله: Synthesis of Bi(cyclopropane) β-Amino Tricarboxylic Acids from Fulvalene
شناسه ملی مقاله: ISOC26_076
منتشر شده در بیست و ششمین سمینار شیمی آلی ایران در سال 1397
شناسه ملی مقاله: ISOC26_076
منتشر شده در بیست و ششمین سمینار شیمی آلی ایران در سال 1397
مشخصات نویسندگان مقاله:
Ehsanorreza Poorhassan - Department of Chemistry and Pharmacy, Regensburg Universität, Universität Strasse ۳۱, ۹۳۰۵۳ Regensburg,Germany
خلاصه مقاله:
Ehsanorreza Poorhassan - Department of Chemistry and Pharmacy, Regensburg Universität, Universität Strasse ۳۱, ۹۳۰۵۳ Regensburg,Germany
The synthesis of cyclopropane amino acids is an important process due to the occurrence ofthis moiety in natural products [1]and in several bioactive unnatural analogues [2]. Hereby wereport synthesis of bi(cyclopropane) β-amino tricarboxylic acid 6 via cyclopropanation [3] offulvalene 1 [4]followed by ozonolysis of the C-C double bond of bi(cyclopropanated)cycloadduct 3 to give tricyclic ketone 4 in high yield. This ketone 4 undergoes a Beckmannrearrangement to give rise to δ-valreolactam 5 which yields bi(cyclopropane) β-aminotricarboxylic acid 6 via hydrolysis of the amide and ester bonds. Stereoselective synthesis ofthe bi(cyclopropane) β-amino tricarboxylic acid 6 using enantiomerically pure bisoxazolineligand 7 is being investigated in our research group.
صفحه اختصاصی مقاله و دریافت فایل کامل: https://civilica.com/doc/913447/