Stereoselective Synthesis of Benzylated Prodelphinidins and Their Diastereomers with Use of the Mitsunobu Reaction in the Preparation of Their Gallocatechin Precursors

2010 ◽  
Vol 2010 (13) ◽  
pp. 2544-2554 ◽  
Author(s):  
Karsten Krohn ◽  
Ishtiaq Ahmed ◽  
Markus John ◽  
Matthias C. Letzel ◽  
Dietmar Kuck
Keyword(s):  
Stereoselective Synthesis ◽  
Mitsunobu Reaction

Formation of heterocycles by the Mitsunobu reaction. Stereoselective synthesis of (+)-α-skytanthine

1996 ◽  
Vol 37 (14) ◽  
pp. 2463-2466 ◽  
Author(s):  
Tetsuto Tsunoda ◽  
Fumie Ozaki ◽  
Nozomi Shirakata ◽  
Yuki Tamaoka ◽  
Hidetoshi Yamamoto ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Mitsunobu Reaction

Expeditious Stereoselective Synthesis of l-Iminosugar Precursors via a Mitsunobu Reaction

Synlett ◽  
2009 ◽  
Vol 2009 (06) ◽  
pp. 978-980
Author(s):  
Véronique Barragan-Montero ◽  
Jean-Louis Montero ◽  
Antoine Bussière ◽  
Khalid Oumzil ◽  
Jean-Yves Winum
Keyword(s):  
Stereoselective Synthesis ◽  
Mitsunobu Reaction

Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified Ramberg–Bäcklund reaction

2004 ◽  
Vol 82 (5) ◽  
pp. 622-630 ◽  
Author(s):  
Yang Li ◽  
Yu Zhang ◽  
Zhi Huang ◽  
Xiaoping Cao ◽  
Kun Gao
Keyword(s):  
Potassium Hydroxide ◽  
Stereoselective Synthesis ◽  
Starting Material ◽  
Mitsunobu Reaction ◽  
Dichloromethane Solution ◽  
Naturally Occurring

A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a–1n by the recently developed one-flask Ramberg–Bäcklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of sulfide 6 gave the corresponding sulfone 2. Treatment of the sulfone 2 with the dibromodifluoromethane in the presence of alumina-supported potassium hydroxide in dichloromethane solution afforded unsaturated amide alkaloids 1a–1n. To the best of our knowledge, the synthesis of 1e and 1i was reported for the first time.Key words: synthesis, unsaturated amide alkaloids, Ramberg–Bäcklund reaction.

ChemInform Abstract: Stereoselective Synthesis of the C-4 Linked Imidazole Nucleosides Using Modified Mitsunobu Reaction.

ChemInform ◽  
2010 ◽  
Vol 26 (38) ◽  
pp. no-no
Author(s):  
S. HARUSAWA ◽  
Y. MURAI ◽  
H. MORIYAMA ◽  
H. OHISHI ◽  
R. YONEDA ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Mitsunobu Reaction
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