The tetrahydrofuran portion 3 of verrucosidin I, a potent neurotoxin, is synthesized in an enmtiomerically pure form via the stereoselective osmylation of the chiral hydroxy diene ester 5 as a key step. The stereoselective synthesis of structurally complex tetrahydrofuran units has currently receive
Synthetic study on verrucosidin and its absolute configuration
β Scribed by Shigeru Nishiyama; Yoshikazu Shizuri; Hideyuki Shigemori; Shosuke Yamamura
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 216 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The synthesis of all the four stereomers of the alkaloid woodinine (12a)') is described and the stereochemical conclusions of Psi:?) and Still6) are discussed. The absol. configurations of woodinine (12a) and its diastereomer 8b are unequivocally deduced from the pertinent piperazinediones 16 and 17
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The absolute stereochemistry of the immunosuppressive pyrrole-imidazole alkaloid (Γ)-palau'amine from the marine sponge Stylotella aurantium is analyzed by CD spectroscopy. With the help of a series of model compounds it is shown that the CD spectrum of (Γ)-palau'amine can be explained based on the