2004年9月
Convergent synthesis of the ABCDE-ring part of ciguatoxin CTX3C
TETRAHEDRON LETTERS
- ,
- ,
- ,
- ,
- ,
- ,
- ,
- 巻
- 45
- 号
- 38
- 開始ページ
- 7011
- 終了ページ
- 7014
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1016/j.tetlet.2004.07.145
- 出版者・発行元
- PERGAMON-ELSEVIER SCIENCE LTD
Convergent synthesis of the ABCDE-ring part (2) of ciguatoxin CTX3C (1) has been achieved. A carbanion stabilized by a dimethyldithioacetal S-oxide group in the AB-ring part (4) readily reacted with an aldehyde group in the E-ring part (5). The resulting adduct was facilely converted to the corresponding beta,gamma-unsaturated alpha,epsilon-dihydroxy ketone (3). The subsequent reductive hydroxy-ketone-cyclization reactions constructed the CD-ring part efficiently. Thus, the ABCDE-ring part (2) was concisely synthesized in 10 steps in 11% overall yield from the AB-ring and the E-ring parts (4 and 5). (C) 2004 Elsevier Ltd. All rights reserved.
- リンク情報
- ID情報
-
- DOI : 10.1016/j.tetlet.2004.07.145
- ISSN : 0040-4039
- CiNii Articles ID : 80016847486
- Web of Science ID : WOS:000223814500004