✍ Scribed by Alan F. Thomas; Michel Ozainne
No coin nor oath required. For personal study only.
Irradiation of the octalin‐derived sesquiterpene oxide α‐agarofuran in methanol leads to rearrangement to the perhydroazulene system, in addition to simple double‐bond migration to β‐agarofuran. This rearrangement apparently proceeds through a carbonium‐ion‐like intermediate, whereas conventional generation of a carbocation leads only to opening of the oxide ring without rearrangement.
📜 SIMILAR VOLUMES
## Abstract The carefully controlled UV. irradiation of 3‐hydroxyimino‐Δ^4^‐ and 3‐hydroxyimino‐Δ^4^, Δ^6^‐steroids yield as a result of vinyl and alkyl migration, lactams besides products expected.
## Abstract On treatment with HSO~3~F in SO~2~C1F at 0°, 3‐hydroxy‐2,2‐dimethyl‐3‐phenyl‐propionic acid (**1a**) is transformed into 2‐phenyl‐3‐methyl‐2‐butenoic acid (**2a**) (isolated yield: 40–44%). Using monolabelled [3‐^13^C]‐**1a** (**1a**\*) and doubly labelled [1,3‐^13^C~2~]‐**1a** (**1a**\
In acidic media, aldrin' and its dechloro-derivatives 3 undergo Wagner-Meerwein type rearrangements to form derivatives of isodrin: an analogous rearrangement of dieldrin has not yet been reported. ## Reaction of dieldrin with various acids is reported to give either 4-oxo-4,5-dihydroaldrin 485
Treatment of bicyclo/3.l.l]heptanoanoll under stanokd Mitsunobu conditions afforded after hydrolysis the rearranged bicyclo[2.2.l]hep~l2 in 80% overall yield 0 1997 Elsevier %kxx Ltd. The skeletal rearrangement of naturally derived terpenes, such as fl-pinene, has intrigued synthetic chemists for ma