## Recently, we have reported the successful synthesis of natural hedycaryal l\_ (PE,6E-isomer) and 2Z,6E-'0) 1') '2)
Synthesis of macrocyclic terpenoids by intramolecular cyclization VI. Synthesis of 3Z-cembrene A and cembrenene
✍ Scribed by Kazuaki Shimada; Mitsuaki Kodama; Shô Itô
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 123 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Two 14-membered diterpenes, 3Z-cembrene A and cembrenene, isolated from a 1) 2) 3) 4) References and Notes M. Kodama, Y. Matsuki and S. lt8, Tetrahedron Letters 3065 (1975). -I
📜 SIMILAR VOLUMES
ln the previous paper (l), we have reported an efficient anion-induced intramolecular cyclizatian of the epoxy sulfide ,l\_ leading to the fourteen-membered ring compound ,2\_. We have extended our study starting from 2 to induce the other functionalities incorporated in the naturally occurring cemb
Stereoselectrve totol synthesis of (f)-cubitene, o diterpane isolated from termite soldiers, and its stereoisomer has been achieved util rzing the anion-induced intramolecular cyclization.
The methyl ester of f+)-ceriferic acid-I, a 14-membered ring sesterterpene isolated from the wax of the scale insect Ceroplastes ceriferus, was synthesized by means of an intramolecular Ylttig-type reaction.
Thermal rearrangement and acid-catalyzed cyclization of all possible geometrical isomers of hedycaryol were investigated. From the stereochemistry of the products, the reacting conformations were deduced. While three (E,E-, E,Z- AND Z,E-) isomers reacted through the crossed conformations, Z,Z-isomer