作者:Frederick R. Kinder,、Sompong Wattanasin、Richard W. Versace、Kenneth W. Bair、John Bontempo、Michael A. Green、Yansong J. Lu、H. Rao Marepalli、Penny E. Phillips、Didier Roche、Long D. Tran、RunMing Wang、Liladhar Waykole、David D. Xu、Sonya Zabludoff
DOI:10.1021/jo0017133
日期:2001.3.1
Total syntheses of the cytotoxic marine natural products bengamides B and E are described. Both bengamides are prepared via amide coupling of a protected polyhydroxylated lactone intermediate 9 with a suitably substituted aminocaprolactam intermediate. Lactone 9 is prepared in five steps from commercially available alpha-D-glucoheptonic gamma-lactone. The key reactions are a selective deprotection
The oxidation of ketone hydrazones by iodine in the presence of a base to furnish vinyliodides has been considerably improved. The three factors responsible are (1) absence of water, (2) the use of strong guanidine bases and (3) inverse addition.