Intramolecular phosphine-directed hydroformylation. Application to the total synthesis of (+)-phyllanthocin
β Scribed by Steven D. Burke; Jeffery E. Cobb
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 291 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The temporary incorporation of a coordinatin the tetracyclic phyllanthocin precursor la directed the [(C '8 hosphine residue (~-(PhzP)C6~Co~ into ~)RhOAclz-catalyzed hydroformylation of Id largely to the desired C( 3) position. This ~i~~~olec~lar h drofo~ylation" strategy substantially improves a key ~ansfo~ation in the total synthesis of ( + )-phyl antbocin. !
π SIMILAR VOLUMES
Two model compounds related to the naturally occurring antifungal compound semivioxanthin were synthesized from readily available starting materials using a directed metallation-transmetallation-allylation-cyclization protocol.
## Abstract For Abstract see ChemInform Abstract in Full Text.
Substituted benzynes can be trapped intramolecularty by an attached furan moiety and such a reaction has been used in the synthesis of the natura'LZy occurring o-naphthoquinone mansonone E. The intramolecular Diels-Alder reaction continues to enjoy considerable popularity, particularly in its appli