Issue 127, 2015
From the journal:

RSC Advances

Phosphine-catalyzed asymmetric [3 + 2] annulation of chalcones with allenoates for enantioselective synthesis of functionalized cyclopentenes†

Zhenzhen Gao,a   Chang Wang,a   Chunhao Yuan,a   Leijie Zhou,a   Zhanhu Sun,a   Yumei Xiao*a  and  Hongchao Guo*a  

* Corresponding authors

a Department of Applied Chemistry, China Agricultural University, Beijing 100193, China
E-mail: xiaoyumei23@126.com, hchguo@cau.edu.cn

Abstract

Chiral phosphine-catalyzed asymmetric [3 + 2] annulation reaction of various Boc-amino-substituted chalcones with allenoates has been developed, leading to efficient formation of 1,4,5-trisubstituted cyclopentenes with high yields, excellent diastereoselectivities and enantioselectivities (up to 99% ee and up to 98% yield).

Graphical abstract: Phosphine-catalyzed asymmetric [3 + 2] annulation of chalcones with allenoates for enantioselective synthesis of functionalized cyclopentenes

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Article information

DOI
https://doi.org/10.1039/C5RA20603K
Article type
Paper
Submitted
05 Oct 2015
Accepted
30 Nov 2015
First published
01 Dec 2015

RSC Adv., 2015,5, 105359-105362

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Phosphine-catalyzed asymmetric [3 + 2] annulation of chalcones with allenoates for enantioselective synthesis of functionalized cyclopentenes

Z. Gao, C. Wang, C. Yuan, L. Zhou, Z. Sun, Y. Xiao and H. Guo, RSC Adv., 2015, 5, 105359 DOI: 10.1039/C5RA20603K

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