Transformation of sulfide linkages to carbon-carbon double bonds. Syntheses of [2.2] metaparacyclophane-1, 9-dienes

V Boekelheide, PH Anderson…

Index: Boekelheide,V. et al. Journal of the American Chemical Society, 1974 , vol. 96, # 5 p. 1558 - 1564

Full Text: HTML

Citation Number: 58

Abstract

Abstract: The two-step reaction sequence of a Stevens rearrangement followed by a Hofmann elimination provides a convenient synthetic route for transforming 2, l l-dithia [3.3] metaparacyclophanes to [2.2] metaparacyclophane-l, 9-dienes. The requisite 2, l l-dithia [3.3] metaparacyclophanes are readily available in good yield by the condensation of m- xylylene dibromides with p-xylylene dimercaptans or, alternatively, by the condensation of ...

Related Articles:

Alternative General Synthetic Routes to [2.2] Cyclophanes and [3.2] Cyclophanes from [3.3] Cyclophane??2, 11??diones by Photodecarbonylation, and a Structural …

[Isaji, Hajime; Yasutake, Mikio; Takemura, Hiroyuki; Sako, Katsuya; Tatemitsu, Hitoshi; Inazu, Takahiko; Shinmyozu, Teruo European Journal of Organic Chemistry, 2001 , # 13 p. 2487 - 2499]

Steric effects in [2.2] metaparacyclophanes. Steric isotope effect, remote substituent effect on a steric barrier, and other steric phenomena

[Sherrod,S.A. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 1565 - 1577]

A new synthetic method of [2.2] cyclophanes

[Takemura, Hiroyuki; Shinmyozu, Teruo; Inazu, Takahiko Tetrahedron Letters, 1988 , vol. 29, # 9 p. 1031 - 1032]

Steric effects in [2.2] metaparacyclophanes. Steric isotope effect, remote substituent effect on a steric barrier, and other steric phenomena

[Sherrod,S.A. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 1565 - 1577]

New synthetic method of [2.2] cyclophanes via diselena [3.3] cyclophanes.

[Higuchi, Hiroyuki; Tani, Keita; Otsubo, Tetsuo; Sakata, Yoshiteru; Misumi, Soichi Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 11 p. 4027 - 4036]

More Articles...