Desymmetrization of a Centrosymmetric Diepoxide:  Efficient Synthesis of a Key Intermediate in a Total Synthesis of Hemibrevetoxin B

2003 ◽  
Vol 68 (3) ◽  
pp. 747-753 ◽  
Author(s):  
Joanne M. Holland ◽  
Mark Lewis ◽  
Adam Nelson
ChemInform ◽  
2003 ◽  
Vol 34 (45) ◽  
Author(s):  
Armen Zakarian ◽  
Alexandre Batch ◽  
Robert A. Holton

ChemInform ◽  
2005 ◽  
Vol 36 (12) ◽  
Author(s):  
De Run Li ◽  
Cai Yun Sun ◽  
Ce Su ◽  
Guo-Qiang Lin ◽  
Wei-Shan Zhou

Heterocycles ◽  
2007 ◽  
Vol 74 (1) ◽  
pp. 617 ◽  
Author(s):  
Isao Kadota ◽  
Takashi Abe ◽  
Yukako Ishitsuka ◽  
Abeda S. Touchy ◽  
Ryoko Nagata ◽  
...  

2017 ◽  
Vol 15 (8) ◽  
pp. 1842-1862 ◽  
Author(s):  
Alejandro Gómez-Palomino ◽  
Miquel Pellicena ◽  
Katrina Krämer ◽  
Pedro Romea ◽  
Fèlix Urpí ◽  
...  

An efficient synthesis of herboxidiene is granted from highly stereoselective aldol reactions from two lactate-derived ketones and an oxa-Michael cyclization.


2013 ◽  
Vol 8 (8) ◽  
pp. 1934578X1300800
Author(s):  
Dandan Xu ◽  
Ying Nie ◽  
Xizhou Liang ◽  
Ling Ji ◽  
Songyuan Hu ◽  
...  

The concise, efficient synthesis of α-mangostin is described in eight simple steps with 8.3% overall yield. Highlights include a practical approach to construct the isopentene groups and other diverse groups at C–2 and C–8 of the xanthene skeleton through Claisen rearrangement and Wittig reaction. Meanwhile the first total synthesis of β-mangostin is presented with a similar approach.


2013 ◽  
Vol 9 ◽  
pp. 983-990 ◽  
Author(s):  
Huili Liu ◽  
Kuan Zheng ◽  
Xiang Lu ◽  
Xiaoxia Wang ◽  
Ran Hong

A “stop-and-flow” strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.


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