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ChemInform Abstract: Stereoselectivity in the Cycloaddition of Cyclopentadiene to N-Fumaroyl-[2R,S(R)]-bornane-10,2-sulfinamide Monomethyl Ester.

✍ Scribed by Christian Chapuis; Robert Kawecki; Zofia Urbanczyk-Lipkowska

Publisher: John Wiley and Sons
Year: 2010
Weight: 37 KB
Volume: 32
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.200128048

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The [4 2] cycloaddition of cyclopentadiene to the (2R )-bornane-10,2-sultam derivative (À)-1b of fumaric monomethyl ester proceeds with high endo and p-facial diastereoselectivity in the presence of 0.5 mol-equiv. of TiCl 4 . The major diastereoisomer endo-(2R,3R )-2b, isolated in 87% yield by cryst

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