Recent Advances in the Catalytic Syntheses of Allenes: A Critical Assessment

被引:274
作者
Neff, Robynne K. [1 ]
Frantz, Doug E. [1 ]
机构
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
来源
ACS CATALYSIS | 2014年 / 4卷 / 02期
基金
美国国家科学基金会;
关键词
allenes; catalysis; axial chirality; asymmetric synthesis; chirality transfer; AXIALLY CHIRAL ALLENES; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; PROPARGYLIC PHOSPHATES; ALLENOATES; ALDEHYDES; ACCESS;
D O I
10.1021/cs401007m
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The increasing synthetic utility of allenes in organic synthesis combined with their incorporation into a growing list of natural products and active pharmaceutical ingredients has stimulated an intense effort recently to identify efficient catalytic methods for their synthesis. In addition, as the only common functional group in organic chemistry that possesses axial chirality, efforts to discover new asymmetric catalysts for the enantioselective synthesis of axially chiral allenes has intensified as these substrates become more ubiquitous as chiral building blocks for downstream asymmetric methodologies. Nonetheless, despite this intensive effort, the ability to access racemic or chiral allenes from readily available starting materials using catalytic processes has yet to meet the demand of their expanding applications. The focus of this Perspective is to provide a critical assessment on the most recent developments in the field of catalytic syntheses of allenes (2011-2013) highlighting both the advantages and limitations associated with current approaches with a future outlook on the unmet synthetic need that still persists.
引用
收藏
页码:519 / 528
页数:10
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