Improved dienophilicity of nitrocycloalkenes: prospects for the development of a trans-Diels-Alder paradigm.
The development of an efficient and stereoselective trans-Diels-Alder paradigm is described. A central element of this transformation is the introduction of a temporary dienophilic functionality (A), which serves both to activate the substrate for Diels-Alder cycloaddtion and, through its subsequent removal, to facilitate conversion of the cis-fused cycloadducts to the trans-fused series.
Kim
Woo Han
WH
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
Lee
Jun Hee
JH
Danishefsky
Samuel J
SJ
D003516:Cycloparaffins / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D003516:Cycloparaffins; D009584:Nitrogen
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