期刊
TETRAHEDRON
卷 62, 期 16, 页码 3928-3938出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.11.087
关键词
ynamides; Saucy-Marbet rearrangement; chiral allenes; Sibi and Evans' auxiliaries; axial chirality
A highly stereoselective Saucy-Marbet rearrangement using chiral ynamides and propargyl alcohols is described here. This rearrangement can be catalyzed by para-nitrobenzenesulfonic acid and leads to high diastereoselectivities for a range of different chiral propargyl alcohols and ynamides in a stereochemically intriguing matched, mismatched or indifferent manner. The stereoselective Saucy-Marbet rearrangement of ynamides provides an excellent entry to highly substituted chiral homo allenyl alcohols. (c) 2006 Elsevier Ltd. All rights reserved.
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