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- Title
Catalytic Enantioselective Simultaneous Control of Axial Chirality and Central Chirality in Allenes.
- Authors
Dai, Jianxin; Duan, Xinyu; Zhou, Jing; Fu, Chunling; Ma, Shengming
- Abstract
Abstract: Chiral molecules, which may contain one or more different type(s) of stereocentres, such as central, axial, planar, and helical chiralities, <italic>etc</italic>., are indispensable in chemistry, pharmaceutical industry, and life science. Despite many advances for the preparation of chiral molecules usually with a single type of chirality have been realized, simultaneous construction of different types of chiralities is still a significant challenge. Here, we wish to report a protocol for preparation of chiral allenes with both central and axial chiralities via a catalytic asymmetric allenylation of different biologically or synthetically useful fluorinated or non‐fluorinated nucleophiles with readily available racemic allenes by using a single chiral ligand. An echoing between the central chirality and axial chirality for the enantioselectivity was observed. This strategy provides a general and practical approach to functionalized optically active allenes bearing both central and axial chiralities with an excellent enantioselectivity under mild conditions.
- Subjects
ENANTIOSELECTIVE catalysis; CHIRALITY; ALLENE; PHARMACEUTICAL industry; ASYMMETRIC synthesis
- Publication
Chinese Journal of Chemistry, 2018, Vol 36, Issue 5, p387
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.201800090