An efficient and rapid chalcogenide-Morita-Baylis-Hillman process promoted by TBDMSOTf and a thiolane

Rao, Jamjanam Srivardhana ; Briere, Jean-Francois ; Metzner, Patrick ; Basavaiah, Deevi (2006) An efficient and rapid chalcogenide-Morita-Baylis-Hillman process promoted by TBDMSOTf and a thiolane Tetrahedron Letters, 47 (21). pp. 3553-3556. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.03.070

Abstract

The ability of the combination of sulfide/TBDMSOTf to promote a chalcogenide-Morita-Baylis-Hillman reaction is reported. The original Michael-Mukaiyama-retroaldol sequence took place and furnished the MBH adducts from the corresponding enones and acetals. This one step process could be performed smoothly at low temperatures (-20 to -50°C) and is rapidly completed within a few hours.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Chalcogenide-Morita-Baylis-Hillman; TBDMSOTf; Sulfide; Enone; Acetal
ID Code:3952
Deposited On:13 Oct 2010 07:10
Last Modified:17 Jan 2011 04:32

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