Synthetic and Mechanistic Investigations on the Rearrangement of 2, 3??Unsaturated 1, 4??Bis (alkylidene) carbenes to Enediynes
…, R Muruganantham, INN Namboothiri
Index: Sahu, Bichismita; Muruganantham, Rajendran; Namboothiri, Irishi N. N. European Journal of Organic Chemistry, 2007 , # 15 p. 2477 - 2489
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Citation Number: 10
Abstract
Abstract The synthesis of 3, 4-ene-1, 5-diynes, the key structural moiety present in several naturally occurring antitumor antibiotics, from 1, 2-enedialdehydes under two different experimental conditions is reported. One method involves the dibromomethylenation of dialdehydes under Corey–Fuchs conditions (CBr 4, Ph 3 P, and Zn) and treatment of the resulting tetrabromides with nBuLi or LDA to afford enediynes. The second method ...
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