Highly Heteroatom-dependent ?-Facial Stereoselectivity in the Diels-Alder Reaction of 1,3-Cyclopentadienes Having a Heteroatom Substituent at 5-Position

DOI: 10.1246/cl.1999.663

Source and publish data:

Chemistry Letters p. 663 - 666 (1989)

Update date:2022-08-05

Topics:

Authors:

Ishida, Masaru

Aoyama, Takamichi

Kato, Shinzi

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Article abstract of DOI:10.1246/cl.1999.663

5-Phenylthio-1,3-cyclopentadiene reacted with maleic anhydride to give a 4:6 mixture of syn- and anti-attack adducts.In contrast, the selenium isologue, 5-phenylseleno-1,3-cyclopentadiene reacted with dienophiles with remarkable anti-?-facial selectivity

Full text of DOI:10.1246/cl.1999.663

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