Regioselectivity of Electrophilic Additions to 7-Oxabicycloheptenes Controlled by Remote Substituents. Arenesulfonyl Substituted 7-Oxabicycloheptenes as Stereo- and Regioselective Chiral Dienophiles

DOI: 10.1021/jo00376a054

Source and publish data:

Journal of Organic Chemistry p. 5341 - 5348 (1986)

Update date:2022-09-26

Topics:

Authors:

Black, Kersey A.

Vogel, Pierre

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Article abstract of DOI:10.1021/jo00376a054

Benzeneselenyl, 2-nitrobenzenesulfenyl, and 2,4-dinitrobenzenesulfenyl chlorides added to 2-endo-acetoxy-7-oxabicyclo<2.2.1>hept-5-ene-2-exo-carbonitrile (11) in an anti fashion with complete stereo- and regioselectivity, giving the adducts 13a-c in which

Full text of DOI:10.1021/jo00376a054

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