.
//////// http://www.chem.ucla.edu/~jung/pdfs/215.pdf
(−)-Sclerophytin A
- Molecular FormulaC20H34O4
- Average mass338.482 Da
- Monoisotopic mass338.245697 Da
5,12-Epoxybenzocycl odecene-6,9,10-trio l, tetradecahydro-6 ,10-dimethyl-1-meth ylene-4-(1-methylet hyl)-, (4R,4aR,5R,6 R,9S,10S,12R,12aR)-
[ACD/Index Name]
Sclerophytin A
Enantioselective Synthesis of (−)-Sclerophytin A by a Stereoconvergent Epoxide Hydrolysis
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States
J. Am. Chem. Soc., 2010, 132 (46), pp 16380–16382
DOI: 10.1021/ja108185z......
http://pubs.acs.org/doi/abs/10.1021/ja108185z
The
cytotoxic natural product (−)-sclerophytin A was constructed in 13
steps from geranial. Highlights from the synthesis are a stereoselective
Oshima−Utimoto reaction, a Shibata−Baba indium-promoted radical
cyclization, and a novel stereoconvergent epoxide hydrolysis.
//////// http://www.chem.ucla.edu/~jung/pdfs/215.pdf