## Abstract The reaction of photogenerated singlet oxygen with α‐ and β‐pinenes has been carefully re‐examined. α‐Pinene almost exclusively (99.3% yield) furnishes __trans__‐3‐hydroperoxy‐pin2(10)‐ene. However, detectable amounts of the three other possible products are also found, viz., __cis__‐3‐
Reaction of singlet oxygen with α,β-unsaturated aldimines
✍ Scribed by Takeshi Akasaka; Kikuko Takeuchi; Wataru Ando
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 266 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reaction of singlet oxygen with N-l-(Z-alkenylidene)-tbutylamines ( 1 and 2 ) gives the unsaturated hemiperacetal derivatives ( 2 and 4 ) of the hydroperoxy aldimines ( 2 and 6 ).
Several a,8-unsaturated aldimines which are held in the s-trans conformation failed to react with singlet oxygen.
📜 SIMILAR VOLUMES
Singlet oxygen reacts with 1-acetyl-Z-methoxycyclopentene (la) to give the unsaturated hemiperketal 3a. the epoxy-B-diketone% 3a decomposes by an intermolecular oxygen atorn transfer to give -\* Several S-alkoxyenones which are held in the s-trans conformation failed to react with singlet oxygen.
The reactions of a-lithiated saturated aldimines with various electrophiles have been widely utilized to synthesize a variety of organic compounds. l-4) To our knowledge, the alkylation of the metalated a,b-unsaturated aldimines has not been reported. In this communication we wish to report on the r