**Synthesis of Macrocyclic Lactones by Ring Enlargement Reaction** Treatment of 3‐(1‐nitro‐2‐oxocyclohexyl)propanal (**1**) prepared by __Michael__ addition of 2‐nitrocyclohexanon and acrylaldehyde with methyltri (2‐propoxy)tita‐nium yielded a mixture of **2** and **3** which was converted into 6‐n
Synthesen Makrocyclischer Lactone durch Ringerweiterung. Vorläufige Mitteilung
✍ Scribed by Kalina Kostova; Manfred Hesse
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 159 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Syntheses of Macrocyclic Lactones by Ring Enlargement Reaction
A general method is given for the synthesis of macrocyclic lactones by ring enlargement of 2‐nitrocycloalkanones by four ring members. By this procedure 2‐nitrocyclooctanone (1) is transformed to 8‐oxo‐dodecan‐11‐olid (5) in an overall yield of 63,5% and 2‐nitrocyclododecanone to 12‐oxo‐hexadecan‐15‐olid with 60% yield.
📜 SIMILAR VOLUMES
**Synthesis of Macrocyclic Lactams from Ketones by Ring Enlargement Reaction** 2‐Nitroalkanon __1__ was converted to the __N__‐substituted amide **3** by condensation with acrylaldehyde followed by reductive amination. Under the analogous reaction conditions, 2‐nitrocyclododecanon (**4**) led to 12
**Addition Reactions of 2‐Amino‐1‐azetines with Cyclopropenones; Formation of Azepine Derivatives by Ring Expansion Reactions** The reaction of 2‐amino‐1‐azetines of type **6** with 2,3‐diphenylcyclopropenone (**1a**) in acetonitrile leads to azetol[1,2‐α]pyrroles (__cf.__ **7** and **9**, __Scheme