Synthesis of Pyrrolizidines and Indolizidines by the Intramolecular Cycloaddition of Azides with Electron-Rich 1,3-Dienes. A Synthetic Equivalent of a Nitrene-Diene Cycloaddition

DOI: 10.1021/jo00309a016

Source and publish data:

Journal of Organic Chemistry p. 5719 - 5738 (1990)

Update date:2022-08-03

Topics:

Authors:

Pearson, William H.

Bergmeier, Stephen C.

Degan, Samir

Lin, Ko-Chung

Poon, Yam-Foo

et al. et al.

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Article abstract of DOI:10.1021/jo00309a016

Alkyl azides were found to undergo intramolecular cycloadditions with certain 1,3-dienes to provide 2,3,5,7a-tetrahydro-1H-pyrrolizines and 3,5,6,7,8,8a-hexahydroindolizines in one operation (e.g., 12 -> 13 and 17 -> 18).The presence of an electron-donati

Full text of DOI:10.1021/jo00309a016

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