Diastereoselective Imino Ester Cycloadditions. Enantioselective Synthesis of Azabicycloheptenes
The diethylaluminium chloride-catalysed cycloaddition of cyclopentadiene to the (S)-lactate-derived N-toluene-p-sulfonyliminoacetate 5 gives mainly (76percent diastereoisomeric excess, d.e.) the adduct 9 (X-ray structure); the (R)-pantolactone-derived iminoacetate 6 similarly gives (70percent d.e.) the adduct 8 which is correlated via the methyl esters 11 compound 9.
Hamley, Peter,Helmchen, Guenter,Holmes, Andrew B.,Marshall, David R.,MacKinnon, John W. M.,et al.
p. 786 - 788
(2007/10/02)
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