@article{f8418d53bc8443eeb74af4fd20c5d671,
title = "Synthesis and determination of the relative structure of akaterpin, a potent inhibitor of PI-PLC",
abstract = "We describe the first total synthesis and structural determination of akaterpin, an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC). The key features of the synthetic strategy include a regio- and stereoselective C-alkylation at the angular C1′ position and an exo-selective intermolecular Diels-Alder reaction. The relative stereochemistry was determined by a comparison of the NMR spectra of synthetic akaterpin with those of natural akaterpin.",
keywords = "Diastereoselective Diels-Alder reaction, PI-PLC inhibitor, Structure determination, Total synthesis",
author = "Hayato Hosoi and Nobuyuki Kawai and Hideki Hagiwara and Takahiro Suzuki and Atsuo Nakazaki and Takao, {Ken Ichi} and Kazuo Umezawa and Susumu Kobayashi",
note = "Funding Information: This research was supported in part by a Grant-in-Aid for Scientific Research (B) (KAKENHI No. 22390004 ) from the Japan Society for the Promotion of Science . Copyright: Copyright 2012 Elsevier B.V., All rights reserved.",
year = "2011",
month = sep,
day = "21",
doi = "10.1016/j.tetlet.2011.07.079",
language = "English",
volume = "52",
pages = "4961--4964",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "38",
}