The total synthesis of ( Z!I l-isolobophytolide (20) has been achieved via a route involving piallvl oalladium initiated macrocvclization of sulfone ester 8 and subseauent carboxv inversion of the ma"cr&yclic acid 11 to introduce-the C-14 lactone oxygen. Lactone a-rnethylenatiok was effected by dehy
Stereoselective total synthesis of the cembranolide diterpene anisomelic acid
โ Scribed by James A. Marshall; Bradley S. DeHoff
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 250 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
The homochiral hydroxy enol ether 2, secured through BFa-promoted cyclization of alkoxy stannane 1, was elaborated to the unnamed cembranolide V, a constituent of a soft coral inhabitant of the Great Barrier Reef. The synthesis confirms the absolute stereochemistry of the natural product.
One of the foremest problems encountered in synthesis of diterpenoid resin acids is that of stereoselective introduction of methyl and carboxyl substituents at the quaternary k-position in the correct configuration relative to the C-10 angular methyl. Most previous syntheses