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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 |
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