Abnormally high reactivity of the vinyl hydrogen toward singlet oxygen in a twisted 1,3-diene

DOI: 10.1016/0040-4039(96)01774-1

Source and publish data:

Tetrahedron Letters p. 7771 - 7774 (1996)

Update date:2022-08-10

Topics:

Authors:

Mori, Hajime

Ikoma, Keiichi

Masui, Yukio

Isoe, Sachihiko

Kitaura, Kazuo

Katsumura, Shigeo

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Article abstract of DOI:10.1016/0040-4039(96)01774-1

In a significantly twisted 1,3-diene, a regio-selective ene-reaction of the vinyl hydrogen rather than the allyl hydrogen with singlet oxygen was observed, and this phenomena is rationalized by considering largo σ*-π orbital interactions between the vinyl

Full text of DOI:10.1016/0040-4039(96)01774-1

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