Enantioselective Intermolecular [2+2+2] Cycloadditions of Ene-Allenes with Allenoates

被引：27
|
作者：
Brusoe, Andrew T. [1 ]
Edwankar, Rahul V. [1 ]
Alexanian, Erik J. [1 ]
机构：
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 23期
基金：
美国国家科学基金会;
关键词：
NICKEL; COMPLEXES; LIGANDS; ALKYNES; CYCLIZATIONS; ISOCYANATES; DERIVATIVES; ACETYLENES; NITRILES; DIYNES;
D O I：
10.1021/ol303024q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An enantioselective [2 + 2 + 2] cycloaddition of ene-allenes with allenoates is described, which transforms simple pi-components into stereochemically complex carbocycles in a single step. The rhodium(I)-catalyzed cycloaddition proceeds with good levels of enantioselectivity, and with high levels of regio-, chemo-, and diastereoselectivity. Our results are consistent with a mechanism involving an enantioselective intermolecular allene-allene oxidative coupling.
引用
收藏
页码：6096 / 6099
页数：4
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