Tetrahedron Letters p. 3303 - 3306 (1983)
Update date:2022-08-25
Topics:
Gollnick, Klaus
Griesbeck, Axel
Addition of singlet oxygen to trans,trans-2,4-hexadiene (1) occurs stereospecifically to give endoperoxide 2.With cis,trans-2,4-hexadiene (4), however, a mixture of diastereomeric endoperoxides, 2 + 5, is observed.Evidence of a singlet oxygen - induced cis<*>trans - isomerization is gained by competitive Diels-Alder reaction of 4 with singlet oxygen/diethyl diazenedicarboxylate.
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