Helvetica Chimica Acta p. 2358 - 2361 (1983)
Update date:2022-08-02
Topics:
Oppolzer, Wolfgang
Chapuis, Christian
Kelly, Martha J.
Starting from (+)-camphor-10-sulfonic acid (1) the chiral crystalline alcohols 3 and 11 were prepared in two steps.Lewis-acid-mediated <4+2>-additions of their acrylates to 1,3-dienes were studied.Notably, the crystalline acrylate 4 underwent TiCl2(OiPr)2-promoted Diels-Alder addition to cyclopentaniene giving after recrystallization efficiently the pure (2R)-adduct 5.
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Doi:10.1021/op800169s
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