𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Total synthesis of coriandrin and 7-demethylcoriandrin via a new synthesis of isocoumarins

✍ Scribed by Dipakranjan Mal; Mousumi Bandyopadhyay; Sujit K Ghorai; Kalyani Datta

Book ID
104210243
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
105 KB
Volume
41
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Indenone epoxides 8, prepared from the corresponding indenones, have been shown to undergo clean thermal rearrangement to give isocoumarins 10 in high yields. This synthesis of isocoumarins, when applied to oxaindacenone 7, resulted in the total synthesis of coriandrin (1).

πŸ“œ SIMILAR VOLUMES

Total Synthesis of Coriandrin
Total Synthesis of Coriandrin
✍ Kraus, George A.; Ridgeway, James πŸ“‚ Article πŸ“… 1994 πŸ› American Chemical Society 🌐 English βš– 320 KB
Synthesis of isocoumarins via indanones
Synthesis of isocoumarins via indanones
✍ Carter (neοΏ½ Rayner), Rachel H.; Colyer, Roger M.; Hill, Robert A.; Staunton, Jam πŸ“‚ Article πŸ“… 1976 πŸ› Royal Society of Chemistry βš– 544 KB
Synthesis of isocoumarins and Ξ±-pyrones
Synthesis of isocoumarins and Ξ±-pyrones via iodocyclization
✍ Tuanli Yao; Richard C Larock πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 122 KB

A variety of 3-substituted 4-iodoisocoumarins and 6-substituted 5-iodo-2(2H)-pyranones are readily prepared in excellent yields under mild reaction conditions by the reaction of o-(1-alkynyl)benzoates and (Z)-2-alken-4-ynoates with ICl.