@article{c2ca5ce2e0b84e0fa7cfaf249547284c,
title = "Catalytic asymmetric synthesis of descurainin via 1, 3-dipolar cycloaddition of a carbonyl ylide using Rh2(R-TCPTTL)4",
abstract = "A catalytic asymmetric synthesis of descurainin has been achieved by incorporating an enantioselective 1,3-dipolar cycloaddition, a stereoselective alkene hydrog{\'e}nation, an oxidation with Fremy's salt and a regioselective demethylation with NbCl5 as the key step. The 1,3-dipolar cycloaddition of a carbonyl ylide derived from tert-butyl 2-diazo-5-formyl-3- oxopetanoate with 4-hydroxy-3-methoxyphenylacetylene in the presence of dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(R)-tert-leucinate], Rh 2(K-TCPTTL)4, provided an 8-oxabicyclo[3.2.1]octane skeleton in 95% ee.",
keywords = "1-3-Dipolar cycloaddition, Carbonyl ylide, Chiral dirhodium(II) catalyst, Descurainin",
author = "Naoyuki Shimada and Taiki Hanari and Yasunobu Kurosaki and Masahiro Anada and Hisanori Nambu and Shunichi Hashimoto",
note = "Funding Information: This research was supported, in part, by a Grant-in-Aid for Scientific Research on Innovative Areas (Project No. 2105: Organic Synthesis Based on Reaction Integration) from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We thank S. Oka, M. Kiuchi and T. Hirose of the Center for Instrumental Analysis at Hokkaido University for mass measurements and elemental analysis. ",
year = "2010",
month = dec,
day = "15",
doi = "10.1016/j.tetlet.2010.10.036",
language = "英語",
volume = "51",
pages = "6572--6575",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd.",
number = "50",
}