Synthesis of cyclophane derivatives

Boekelheide and his collaborators [407] have described a two-step sequence for transforming sulfide linkages to carbon-carbon double bonds — Stevens rearrangement of sulfur ylides and Hofmann elimination — which they found particularly useful for the synthesis of cyclophane derivatives, such as the [2.2]metaparacyclophane-l,9-diene shown. The Ramberg-Backlund rearrangement (see Section 4.3.2) was unsatisfactory for such highly strained molecules. 

Kotha, S., Mandal, K., Suzuki-Miyaura cross-coupling and ring-closing metathesis A strategic combination for the synthesis of cyclophane derivatives. Eur. J. Org. Chem. 2006, 5387-5393. 

---

See also in sourсe #XX -- [ ]

---