A Phosphine-Catalyzed [3 + 2] Annulation Reaction of Modified Allylic Compounds and N-Tosylimines
摘要:
A phosphine-catalyzed annulation of modified allylic ylides with various aromatic imines to form 3-pyrrolines was developed. The presence of a substituent in the allylic compound is crucial for this reaction. Without the substituent, (E)-dienylimines will be produced via the dimerization of the allylic compounds.
Enantioselective synthesis of spirocyclic cyclopentenes: asymmetric [3+2] annulation of 2-arylideneindane-1,3-diones with MBH carbonates derivatives catalyzed by multifunctional thiourea–phosphines
作者:Fangle Hu、Yin Wei、Min Shi
DOI:10.1016/j.tet.2012.07.013
日期:2012.9
The [3+2] annulation reactions of 2-arylideneindane-1,3-diones with Morita–Baylis–Hillman (MBH) carbonates proceeded smoothly in the presence of multifunctional thiourea–phosphines to produce the corresponding quaternary carbon centered spirocyclic cyclopentenes in moderate yields, with high diastereoselectivities and enantioselectivities under mild conditions. The plausible reaction has been also
Phosphine-Catalyzed [4 + 3] Annulation for the Synthesis of Highly Functionalized Bicyclo[3.2.2]nonadienes
作者:Suqing Zheng、Xiyan Lu
DOI:10.1021/ol901618h
日期:2009.9.3
A phosphine-catalyzed [4 + 3] annulation of modified allylic carbonates with methyl coumalate was developed. This strategy offered a powerful method for the construction of bicyclo[3.2.2]nonadiene skeleton with high stereoselectivity.
Phosphine-catalyzed [3+3] annulation reaction of modified tert-butyl allylic carbonates and substituted alkylidenemalononitriles
作者:Suqing Zheng、Xiyan Lu
DOI:10.1016/j.tetlet.2009.05.085
日期:2009.8
A phosphine-catalyzed [3+3] annulation reaction of modified tert-butyl allylic carbonates with various alkylidenemalononitriles to form cyclohexenes was developed. The use of protic solvent is crucial in this reaction. When non-polar solvent, toluene or xylene, was used, only non-cyclized product was obtained. (C) 2009 Elsevier Ltd. All rights reserved.