کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5280672 1385653 2005 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Highly selective glycine phase-transfer catalysis using fluoroanthracenylmethyl cinchonidine catalysts
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Highly selective glycine phase-transfer catalysis using fluoroanthracenylmethyl cinchonidine catalysts
چکیده انگلیسی

Fluoroanthracenylmethyl cinchonidine phase-transfer catalysts have been produced and explored for asymmetric glycine alkylation. The fluoroanthracenylmethyl precursors were made from aryloxazolidinones and aldehydes using an efficient electrophilic substitution with phosphorous pentoxide. The cinchonidine catalysts promote highly selective glycine alkylation under mild conditions. The 1,8-difluoroanthracenyl-10-methyl catalyst 6 (10 mol %) in toluene/THF with 50% aqueous KOH (−20 °C) promoted benzylation of glycine 1 to give 2 in 86% yield, 98% ee. Other electrophiles also gave excellent selectivity and reactivity.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 46, Issue 22, 30 May 2005, Pages 3839-3842
نویسندگان
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