Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process

Synlett

Volumn , Issue 18, 2006, Pages 3053-3056

  Itano, Wataru ^a   Ohshima, Takashi ^a   Shibasaki, Masakatsu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

Asymmetric synthesis; Carbanions; Cycloadditions; Heck reaction; Isomerizations

Indexed keywords

CAPNELLENOL DERIVATIVE; NITRIC OXIDE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; CAPNELLA IMBRICATE; CHEMICAL STRUCTURE; CORAL; CYCLOADDITION; DATA ANALYSIS; EPIMERIZATION; HECK REACTION; ISOMERIZATION;

EID: 33751273452     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-951537     Document Type: Article

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29. 3).
30. 3).
31. (b) The stereochemistry at C5 was confirmed by NOE analysis after protection of the hydroxyl group with a TBS group (Scheme 8). (Diagram presented)
32. Improvement of the C5-OH isomer ratio is still under investigation.
33. The DFT calculation was performed on Gaussian03 with B3LYP/6-31+G(d).
34. 3).