1. Organocatalytic Asymmetric C(sp2)−H Allylic Alkylation: Enantioselective Synthesis of Tetrasubstituted Allenoates
- Author
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Yimin Hu, Jianning Liao, Yongjun Wu, Bing Zheng, Hongchao Guo, Wangyu Shi, and Wei Wang
- Subjects
Reaction conditions ,010405 organic chemistry ,Allene ,Enantioselective synthesis ,General Chemistry ,General Medicine ,Alkylation ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,Catalysis ,0104 chemical sciences ,Stereocenter ,chemistry.chemical_compound ,Tsuji–Trost reaction ,chemistry ,Axial chirality ,Organocatalysis - Abstract
Herein we describe the first organocatalytic asymmetric C(sp2 )-H allylation of racemic trisubstituted allenoates with Morita-Baylis-Hillman (MBH) carbonates to access axially chiral tetrasubstituted allenoates. Various trisubstituted allenoates and MBH carbonates were well tolerated under mild reaction conditions, providing novel chiral tetrasubstituted allenoates with adjacent axial chirality and tertiary carbon stereocenters in high yields with good to excellent diastereoselectivities and enantioselectivities.
- Published
- 2020
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