Please use this identifier to cite or link to this item: https://doi.org/10.1002/asia.201100863
Title: Catalytic diastereoselective tandem conjugate addition-elimination reaction of Morita-Baylis-Hillman C adducts by C-C bond cleavage
Authors: Yang, W.
Tan, D.
Lee, R.
Li, L.
Pan, Y.
Huang, K.-W.
Tan, C.-H. 
Jiang, Z.
Keywords: C-C bond cleavage
catalysis
density functional calculations
diastereoselectivity
Morita-Baylis-Hillman adducts
Issue Date: Apr-2012
Source: Yang, W., Tan, D., Lee, R., Li, L., Pan, Y., Huang, K.-W., Tan, C.-H., Jiang, Z. (2012-04). Catalytic diastereoselective tandem conjugate addition-elimination reaction of Morita-Baylis-Hillman C adducts by C-C bond cleavage. Chemistry - An Asian Journal 7 (4) : 771-777. ScholarBank@NUS Repository. https://doi.org/10.1002/asia.201100863
Abstract: Through the cleavage of the C-C bond, the first catalytic tandem conjugate addition-elimination reaction of Morita-Baylis-Hillman C adducts has been presented. Various S N2′-like C-, S-, and P-allylic compounds could be obtained with exclusive E configuration in good to excellent yields. The Michael product could also be easily prepared by tuning the β-C-substituent group of the α-methylene ester under the same reaction conditions. Calculated relative energies of various transition states by DFT methods strongly support the observed chemoselectivity and diastereoselectivity. © 2012 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim.
Source Title: Chemistry - An Asian Journal
URI: http://scholarbank.nus.edu.sg/handle/10635/93240
ISSN: 18614728
DOI: 10.1002/asia.201100863
Appears in Collections:Staff Publications

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