Photochemische Reaktionen 113. Mitteilung [1]. Zur Photospaltung konjugierter γ, δ‐Epoxyenone: UV.‐Bestrahlung von 5, 6‐Epoxy‐3,4‐didehydro‐5,6‐dihydro‐β‐jonon

Boscialin and Boscialin 4′‐O‐Glucoside, Two New Compounds Isolated from the Leaves of Boscia salicifolia OLIV

“…Several substances which closely resemble boscialin have been reported in the past. Synthetic compounds include, e.g., one of the photoproducts of a p-ionone derivative [8]. A compound with the same substitution pattern in the cyclohexane part as 2 but with opposite relative configuration at C(6') was obtained in the course of studies concerning the synthesis of acetylenic carotenoids [9].…”

Total Synthesis of Cyanolide A in the Absence of Protecting Groups, Chiral Auxiliaries, or Premetalated Carbon Nucleophiles

“…[21] Exposure of 8 to ozone followed by an excess Li(sBu) 3 BH led to the formation of 9 in 71 % yield as a 5:1 mixture of diastereomers at C9. [26] Attempted oxidative macrodiolide formation from 9, however, was not successful. [27] Hence, 9 was subjected to reaction conditions for siteselective oxidation to form the hydroxy acid 7, [28] which was converted into the macrodiolide using reaction conditions reported by Yamaguchi and co-workers, [29] thus constituting a total synthesis of cyanolide A in only six steps from neopentyl glycol (1).…”

Total Synthesis of Cyanolide A in the Absence of Protecting Groups, Chiral Auxiliaries, or Premetalated Carbon Nucleophiles

“…[27] In the event, the glycosylation of 3 occurred uneventfully under the aforementioned reaction conditions to furnish 8. [26] Attempted oxidative macrodiolide formation from 9, however, was not successful. [26] Attempted oxidative macrodiolide formation from 9, however, was not successful.…”