Nitroalkene Cycloadditions with 2-(Acyloxy)vinyl Ethers. Stereoselective Synthesis of 3-Hydroxy-4-substituted-pyrrolidines

DOI: 10.1021/jo00095a038

Source and publish data:

Journal of Organic Chemistry p. 4576 - 4595 (1994)

Update date:2022-08-05

Topics: Stereoselective synthesis Nitroalkene

Authors:

Denmark, Scott E.

Schnute, Mark E.

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Article abstract of DOI:10.1021/jo00095a038

2-(Acyloxy)vinyl ethers undergo regioselective <4 + 2> cycloadditions with nitroalkenes (promoted by SnCl4) to afford substituted 5-acetoxy nitronates in good yields (68-91percent).Endo/exo selectivity in cycloadditions has been found to be dependent on t

Full text of DOI:10.1021/jo00095a038

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