Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/155078
Title: Umpolung of donor-acceptor cyclopropanes : via N-heterocyclic carbene organic catalysis
Authors: Nie, Guihua
Huang, Xuan
Wang, Zhongyao
Pan,Dingwu
Zhang, Junmin
Chi, Robin Yonggui
Keywords: Science::Chemistry
Issue Date: 2021
Source: Nie, G., Huang, X., Wang, Z., Pan, D., Zhang, J. & Chi, R. Y. (2021). Umpolung of donor-acceptor cyclopropanes : via N-heterocyclic carbene organic catalysis. Organic Chemistry Frontiers, 8(18), 5105-5111. https://dx.doi.org/10.1039/d1qo00826a
Project: NRF-NRFI2016-06
NRF-CRP22-2019-0002
RG108/16
RG5/19
RG1/18
MOE2019-T2-2-117
MOE2018-T3-1- 003
A1783c0008
A1783c0010
Journal: Organic Chemistry Frontiers
Abstract: A carbene-catalyzed formal umpolung of donor-acceptor (D-A) cyclopropanes is disclosed. The cyclopropane moiety is connected to an acetyl aldehyde that can be activated by a carbene catalyst. The initially electrophilic carbon attached to the donor group of the D-A cyclopropane aldehyde is inverted to form a nucleophilic reaction center. A subsequent reaction with isatins via a formal [3 + 2] process forms lactones bearing multiple functional groups with excellent enantio- and diastereoselectivities.
URI: https://hdl.handle.net/10356/155078
ISSN: 2052-4129
DOI: 10.1039/d1qo00826a
Rights: © 2021 The Partner Organisations. All rights reserved. This paper was published by Royal Society of Chemistry in Organic Chemistry Frontiers and is made available with permission of The Partner Organisations.
Fulltext Permission: embargo_20220713
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

Files in This Item:
File Description SizeFormat 
d1qo00826a.pdf
  Until 2022-07-13
591.44 kBAdobe PDFUnder embargo until Jul 13, 2022

Page view(s)

29
Updated on May 19, 2022

Google ScholarTM

Check

Altmetric


Plumx

Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.