手性N-杂环卡宾催化的与α-氯代醛亚硫酸氢盐的氧代二烯狄尔斯-阿尔德反应。
Chiral NHC-catalyzed oxodiene Diels-Alder reactions with alpha-chloroaldehyde bisulfite salts.
作者信息
He Ming, Beahm Brendan J, Bode Jeffrey W
机构信息
Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106-9510, USA.
出版信息
Org Lett. 2008 Sep 4;10(17):3817-20. doi: 10.1021/ol801502h. Epub 2008 Jul 26.
Abstract
Alpha-chloroaldehyde bisulfite adducts were successfully employed in chiral NHC-catalyzed hetero-Diels-Alder reactions with various oxodienes under biphasic reaction conditions with high levels of enantioselectivity. This new protocol makes possible enantioselective additions from commercially available chloroacetaldehyde sodium bisulfite and demonstrates that this unique class of catalysts readily tolerates aqueous conditions.
摘要
α-氯乙醛亚硫酸氢盐加合物在双相反应条件下，与各种氧代二烯成功用于手性NHC催化的杂Diels-Alder反应，具有高对映选择性。这种新方法使得从市售的氯乙醛亚硫酸氢钠进行对映选择性加成成为可能，并证明了这类独特的催化剂易于耐受水性条件。
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