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Total Synthesis of Chiriquitoxin,an Analogue of Tetrodotoxin Isolated from the Skin of a Dart Frog 下载免费PDF全文
Dr. Masaatsu Adachi Takuya Imazu Ryo Sakakibara Yoshiki Satake Prof. Dr. Minoru Isobe Prof. Dr. Toshio Nishikawa 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(5):1247-1251
The first total synthesis of chiriquitoxin, the most structurally complex analogue of tetrodotoxin isolated from a Costa Rican dart frog, has been accomplished from a newly designed intermediate for a variety of tetrodotoxin derivatives. The synthesis includes the third total synthesis of tetrodotoxin in this laboratory, and its intermediate was transformed into chiriquitoxin by a stereocontrolled aldol reaction with a D ‐camphor‐derived lactone for installation of the unique side chain, and a new deprotection of methylthiomethyl (MTM) ether by using a Pummerer rearrangement. 相似文献
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