2008年12月
Preparation of seven- and eight-remembered rings by carbon-carbon bond formation induced by samarium diinodide: 7-endo- and 8-endo-trig type cyclization to bicyclo[5.3.0] decanolone, bicyclo[5.4.0]undecanolone, and bicyclo[6.4.0]dodecanolone
TETRAHEDRON
- ,
- ,
- ,
- ,
- ,
- 巻
- 64
- 号
- 49
- 開始ページ
- 11096
- 終了ページ
- 11104
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1016/j.tet.2008.09.073
- 出版者・発行元
- PERGAMON-ELSEVIER SCIENCE LTD
Compounds with an enone-aldehyde/ketone were treated with Sml(2) to form the bicyclic ketols, bicyclo[5.3.0]decanolones, and bicyclo[5.4.0]undecanolones, in different ratios depending on the reaction conditions (with or without different amounts of additives, low temperature or rt). The tendency to form seven-membered rings was different from that of six-membered rings and the mechanisms for these reactions are proposed. Cyclization to an eight-membered ring was attempted realizing in the yield of 26%. (C) 2008 Elsevier Ltd. All rights reserved.
- リンク情報
- ID情報
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- DOI : 10.1016/j.tet.2008.09.073
- ISSN : 0040-4020
- Web of Science ID : WOS:000261416900017