Helvetica Chimica Acta p. 1397 - 1401 (1984)
Update date:2022-08-04
Topics:
Oppolzer, Wolfgang
Chapuis, Christian
Bernardinelli, Gerald
Starting from (+)-camphor-10-sulfonyl chloride (5), the crystalline sultam 8 was easily prepared.Lewis-acid-promoted Diels-Alder additions of the crystalline N-acryloyl and N-crotonoyl derivatives 9 and 10, respectively, to cyclopentadiene and 1,3-butadiene at -130 to -78 grad furnished adducts 11, 12 and 17 with high chiral efficiency.Crystallization of the adducts and nondestructive removal of 8 gave either alcohols 13, 14 and 18 or acid 19 in 99percent enantiomeric purity.The sense of induction was reversed on using the enantiomer of 8 as the auxiliary.The structure of 10 was established by X-ray diffraction analysis
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Doi:10.1002/ardp.19592920704
(1959)Doi:10.1016/j.jorganchem.2003.12.033
(2004)Doi:10.1016/j.tetasy.2004.01.024
(2004)Doi:10.1021/ja039384u
(2004)Doi:10.1055/s-2004-817765
(2004)Doi:10.1021/jo01321a031
(1979)
