Asymmetric synthesis of a diastereomer of the structure proposed for amphidinolide A and the determination of its absolute configuration

Tetrahedron

Volumn 62, Issue 1, 2006, Pages 166-170

  Ishiyama, Haruaki ^a   Nakamura, Yoichi ^a   Kobayashi, Jun'ichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Absolute configuration; Amphidinium sp; Amphidinolide A; Macrolide

Indexed keywords

AMPHIDINOLIDE A;

ARTICLE; ASYMMETRIC SYNTHESIS; CYTOTOXICITY; DIASTEREOISOMER; DINOFLAGELLATE; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

AMPHIDINIUM; DINOPHYCEAE;

EID: 28444469404     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.09.120     Document Type: Article

References (14)

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9. Assignments of some carbon chemical shifts for synthetic compound 1 by Trost's group were equivocal, while there were no assignments for them by Pattenden's group.
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12. Ketal groups were difficult to remove at final stage.
13. 6 does not require MS3A, but the reaction yield was low without MS3A.
14. Esterification under Keck and Mitsunobu conditions gave a complex mixture.