STEREOSELECTIVITIES OF BENZONITRILE OXIDE CYCLOADDITIONS TO CIS DISUBSTITUTED CYCLOPENTENES AND DIHYDROFURANS

DOI: 10.1016/S0040-4039(01)90064-4

Source and publish data:

Tetrahedron Letters p. 1875 - 1878 (1984)

Update date:2022-08-05

Topics:

Authors:

Caramella, P.

Albini, Marinone F.

Vitali, D.

Rondan, Nelson G.

Wu, Yun-Dong

et al. et al.

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Article abstract of DOI:10.1016/S0040-4039(01)90064-4

Benzonitrile oxide cycloadds preferentially anti to the substituents of cis-3,5-di-X-cyclopentenes, where X= OMe, OAc, OCOPh, Br, Cl, and OH.Higher stereoselectivities are found for cis-2,5-di-X-2,5-dihydrofurans.The origins of these selectivities, and contrasts with acyclic and cyclobutene analogs, are described.

Full text of DOI:10.1016/S0040-4039(01)90064-4

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