@article{5d8af0004abe45778c5eace0fbc6d42f,
title = "Conversion of prelaureatin into laurallene, a bromo-allene compound, by enzymatic and chemical bromo-etherification reactions",
abstract = "Studies on biomimetic conversion of prelaureatin into laurallene were reported. This unique bromo-allene compound has been assumed to be biogenetically synthesized by bromo-cationic reaction of prelaureatin, an eight-membered ether, containing an enyne unit. The electrophilic bromination afforded laurallenic chemically and enzymatically.",
author = "Jun Ishihara and Yoshikatsu Shimada and Naoki Kanoh and Yasunori Takasugi and Akio Fukuzawa and Akio Murai",
note = "Funding Information: The electrophilic bromine reactions of prelaureatins were investigated. The enzymatic reactions of (Z)-prelaureatin with LPO and BPO afforded laureatin, isolaureatin, whereas the reaction of the (E)-isomer with LPO gave laurallene. Both (Z)-and (E)-prelaureatins were chemically transformed to bromo-allene products. Studies on the conversion of the (E)-isomer into laurallene with bromoperoxidase are in prog~ss in this laboratory. Acknowledgment: This work was financially supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture. The authors gratefully acknowledge the X-ray measurement of the synthesized laurallene by Dr. K. Kinoshita and Mrs. K. Yamashita, Asahi Chemical Industry Co., Ltd.",
year = "1997",
month = jun,
day = "23",
doi = "10.1016/S0040-4020(97)00542-5",
language = "English",
volume = "53",
pages = "8371--8382",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "25",
}