93178-07-5Relevant articles and documents
Synthetic Photochemistry. XLII. Total Synthesis of Cycloaraneosene, a Fundamental Hydrocarbon of 5-8-5-Membered Tricyclic Diterpenoid from Sordaria araneosa
Kato, Nobuo,Tanaka, Shinya,Takeshita, Hitoshi
, p. 3231 - 3238 (2007/10/02)
A 5-8-5-membered tricyclic diterpene, cycloaraneosene, has been totally synthesized via a stereoselective condensation of two units of optically active iridoids, a Cope rearrangement, a chemical reduction of the tetrasubstituted double bond, and the formation of an eight-membered ring.The proposed structure of natural hydroxycycloaraneosene should be revised to 8β-hydroxycycloaraneosene, judging from the NMR spectral data.
SYNTHESIS OF FUSICOCCA-2,8,10-TRIENE, A BIOGENETIC MISSING LINK, STARTING FROM STEREOSPECIFIC CONDENSATION OF TWO IRIDOID SYNTHONS
Takeshita, Hitoshi,Kato, Nobuo,Nakanishi, Kohji,Tagoshi, Hirotaka,Hatsui, Toshihide
, p. 1495 - 1498 (2007/10/02)
From two units of iridoid C10-synthons which could be prepared from one of the photoadducts of isoprene and methyl 2,4-dioxopentanoate, the hydrocarbon which can be designated as fusicocca-2,8-10-triene, a missing link in the biogenesis, was st