Please use this identifier to cite or link to this item: https://doi.org/10.1002/anie.201102094
Title: Highly enantioselective [3+2] annulation of Morita-Baylis-Hillman adducts mediated by L-threonine-derived phosphines: Synthesis of 3-spirocyclopentene-2- oxindoles having two contiguous quaternary centers
Authors: Zhong, F.
Han, X.
Wang, Y.
Lu, Y. 
Keywords: amino acids
asymmetric synthesis
cycloaddition
phosphines
spiro compounds
Issue Date: 16-Aug-2011
Citation: Zhong, F., Han, X., Wang, Y., Lu, Y. (2011-08-16). Highly enantioselective [3+2] annulation of Morita-Baylis-Hillman adducts mediated by L-threonine-derived phosphines: Synthesis of 3-spirocyclopentene-2- oxindoles having two contiguous quaternary centers. Angewandte Chemie - International Edition 50 (34) : 7837-7841. ScholarBank@NUS Repository. https://doi.org/10.1002/anie.201102094
Abstract: Spiral bound: The Morita-Baylis-Hillman adducts were employed as C 3 synthons in the asymmetric [3+2] annulation with malonitrile substrates using L-threonine-derived 1 as the catalyst (see scheme). The reaction is highly regioselective and stereoselective, and affords optically enriched 3-spirocyclopentene-2-oxindoles containing two contiguous quaternary centers. Boc=tert-butoxycarbonyl, PMB=para-methoxybenzyl, TIPS= triisopropylsilyl. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Source Title: Angewandte Chemie - International Edition
URI: http://scholarbank.nus.edu.sg/handle/10635/93943
ISSN: 14337851
DOI: 10.1002/anie.201102094
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

296
checked on Sep 22, 2018

WEB OF SCIENCETM
Citations

290
checked on Sep 12, 2018

Page view(s)

67
checked on Aug 31, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.