## 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 (
Synthese makrocyclischer Lactone durch Ringerweiterung. Vorläufige Mitteilung
✍ Scribed by Kalina Kostova; Annalaura Lorenzi-Riatsch; Yoshihiko Nakashita; Manfred Hesse
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 143 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
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‐nitro‐9‐decanolide (4).
📜 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
## Abstract Kallidin, a homologue of bradykinin (H‐Lys‐Arg‐Pro‐Pro‐Gly‐Phe‐Ser‐Pro‐Phe‐Arg‐OH) has been synthetized and shown to have the chemical and–so far investigated‐biological properties of natural pure kallidin which differ from those of bradykinin.
**Synthesis of (±)‐α‐Chamigrene** __Cis__‐ and __trans__‐β‐ionol (__cis__ and __trans__‐**1**) underwent acid catalysed dehydration to a mixture of the tetraenes **2–5** in 70–80% yield (Table 1). Irradiation of this mixtures made the 6‐(__Z__), 8‐(__Z__)‐isomer **5** accessible (columns 3 and 4 in
**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