Remote Stereocontrol in the Ireland-Claisen Rearrangement by δ-Alkoxy Group

被引：1
|
作者：
Lee, Hye Joon [1 ]
Gladfelder, Joshua J. [1 ]
Zakarian, Armen [1 ]
机构：
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 11期
基金：
美国国家科学基金会;
关键词：
STEREOCHEMICAL CONTROL; PORTIMINE;
D O I：
10.1021/acs.joc.3c00535
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Remote stereocontrol in the Ireland-Claisen rearrangement using a chiral acetonide that serves as internal stereocontrol element is an effective and general method for chirality transfer from a delta-hydroxyl group in the allylic alcohol unit. This strategy circumvents the need for redundant chirality at the alpha-position allylic alcohol, while simultaneously producing a terminal alkene that can streamline synthetic applications and complex molecule synthesis planning.
引用
收藏
页码：7560 / 7563
页数：4
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