𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Photosensitized Oxygenation of Abieta-7,9(11)-dien-13β-ol

✍ Scribed by Raymond Zelnik; Ema Rabenhorst; Akhtar Haider; Jürgen Lauterwein; Hugo Wyler

Book ID
102252843
Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
476 KB
Volume
66
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Dehydration of abiet‐8‐ene‐7β, 13β‐diol (ibozol, 1) leads to abieta‐7,9(11)‐dien‐13β‐ol (2) which aromatizes slowly to the known abieta‐8,11,13‐triene (3). Photosensitized oxygenation of the heteroannular diene 2 yields a mixture from which three compounds were identified; abiet‐7‐ene‐9α, 11α, 13β‐triol (4), abieta‐8,11,13‐trien‐7‐one (5), and abieta‐8,11,13‐trien‐7α‐ol (6).

📜 SIMILAR VOLUMES

Biosynthetic studies of marine lipids 15
Biosynthetic studies of marine lipids 15. Conversion of parkeol (lanosta-9(11),24-dien-3β-ol) to 14α-methylcholest-9(11)-en-3β-ol in the sea cucumber Holothuria arenicola
✍ N. Lucinda Cordeiro; Russell G. Kerr; Carl Djerassi 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 202 KB

Tritium labeled parka01 (z), but not lanosterol (3) or cycloartenol (a), was transformed by the sea cucumber Holothuria arenfcola into 14a-methyl-5a-cholest-9(ll)-en-3R-01 (5). thus implying that squalene-2,3-oxide cyclizes directly to parkeol (2).