کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5274854 1385520 2008 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of seco-psymberin/irciniastatin A: the discovery of a novel PhI(OAc)2 mediated cascade cyclization reaction
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis of seco-psymberin/irciniastatin A: the discovery of a novel PhI(OAc)2 mediated cascade cyclization reaction
چکیده انگلیسی

The psymberin unsaturated 'psymberate' side chain 7 was synthesized in 7 steps (36% yield) with good diastereoselectivity using commercially available starting material to control the stereochemistry at C4 and C5. The synthesis of seco-psymberin was completed in an efficient manner based on a CuI mediated coupling reaction between vinyl iodide 8 and 'psymberamide' 7. In an attempt to synthesize natural psymberin from the seco-intermediate, a novel PhI(OAc)2 mediated cascade ring closing reaction was discovered. A possible mechanistic pathway for the formation of the ring closing product was presented.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 49, Issue 22, 26 May 2008, Pages 3592-3595
نویسندگان
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