Unexpected rearrangement during biomimetic entry toward a taxane skeleton

DOI: 10.1016/S0040-4039(97)10556-1

Source and publish data:

Tetrahedron Letters p. 389 - 392 (1998)

Update date:2022-07-30

Topics:

Authors:

Nishizawa, Mugio

Imagawa, Hiroshi

Hyodo, Ikumi

Takeji, Miho

Morikuni, Eiko

Asoh, Kohsuke

Yamada, Hidetoshi

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Article abstract of DOI:10.1016/S0040-4039(97)10556-1

Bicyclo[9.3.1]pentadecatriene derivative 4 which corresponds to a precursor of taxol in a biomimetic entry was constructed by means of TiCl₄-Zn promoted McMurry cyclization and Mitsunobu inversion. Treatment of 4 with mercuric triflate afforded an unexpected rearrangement-transannular cyclization product 5.

Full text of DOI:10.1016/S0040-4039(97)10556-1

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