HIGH ASYMMETRIC INDUCTION IN DIELS-ALDER ADDITIONS OF CYCLOPENTADIENE TO ACRYLATES DERIVED FROM ISOBORNEOL

DOI: 10.1016/S0040-4039(00)85712-3

Source and publish data:

Tetrahedron Letters p. 4781 - 4784 (1982)

Update date:2022-08-03

Topics:

Authors:

Oppolzer, Wolfgang

Chapuis, Christian

Dao, Guo Mao

Reichlin, Daniel

Godel, Thierry

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Article abstract of DOI:10.1016/S0040-4039(00)85712-3

Starting from (R)-(+)- and from (S)-(-)-camphor the chiral alcohols 1, 2 and 3 have been prepared; their acrylates II underwent TiCl₂(OR)₂-promoted Diels-Alder additions to cyclopentadiene giving efficiently in a predictable manner either the (2R)- or the (2S)-adducts III with up to virtually quantitative asymmetric induction.

Full text of DOI:10.1016/S0040-4039(00)85712-3

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