کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5230043 1383679 2007 15 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Towards EPC-syntheses of the structural class of cochleamycins and macquarimicins. Part 1: EPC-synthesis of the hydrindene subunit of the cochleamycins
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Towards EPC-syntheses of the structural class of cochleamycins and macquarimicins. Part 1: EPC-synthesis of the hydrindene subunit of the cochleamycins
چکیده انگلیسی

A racemic as well as an EPC-synthesis of the cis-hydrindene subunit of the cochleamycins, physiologically active microbial secondary metabolites, are reported. The five stereogenic centres of this subunit are introduced in high stereoselectivity in a short sequence by intermolecular Diels-Alder reaction, stereoselective methylation and hydride reduction. Cyclisation via nucleophilic addition, acidic fragmentation, regioselective Shapiro reaction and inversion of a secondary alcohol are the further key steps of these syntheses.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 63, Issue 34, 20 August 2007, Pages 8311-8325
نویسندگان
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