ChemInform Abstract: A Convenient Preparation of Optically Active Diepoxyhenicosene (Leucomalure), Lymantrid Sex Pheromone, by Chiral HPLC.

ChemInform ◽  
2010 ◽  
Vol 30 (33) ◽  
pp. no-no
Author(s):  
Masanobu Yamamoto ◽  
Hiroyuki Yamazawa ◽  
Naoto Nakajima ◽  
Tetsu Ando
Keyword(s):  
Sex Pheromone ◽  
Optically Active ◽  
Chiral Hplc ◽  
Convenient Preparation

A Convenient Preparation of Optically Active 1,1′-Binaphthyl-2,2′-diol via Enzymatic Hydrolysis of the Racemic Diester

1987 ◽  
Vol 16 (2) ◽  
pp. 355-356 ◽  
Author(s):  
Sotaro Miyano ◽  
Kan Kawahara ◽  
Yoshio Inoue ◽  
Harukichi Hashimoto
Keyword(s):  
Enzymatic Hydrolysis ◽  
Optically Active ◽  
Hydrolysis Of ◽  
Convenient Preparation

Synthesis of Optically Active Hydroxyalkyl Cycloheptatrienes: A Key Step in the Total Synthesis of 6,11-Methylene-LXB4

Synlett ◽  
2020 ◽  
Vol 32 (01) ◽  
pp. 45-50
Author(s):  
Udo Nubbemeyer ◽  
Analuisa Nava ◽  
Lukas Trippe ◽  
Andrea Frank ◽  
Lars Andernach ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Total Synthesis ◽  
Structure Elucidation ◽  
Butyl Ester ◽  
Optically Active ◽  
Chiral Hplc ◽  
Reaction Conditions ◽  
Acid Product ◽  
Tert Butyl ◽  
Nabh4 Reduction

AbstractStarting from methyl cycloheptatrienyl-1-carboxylate, 6-acylation was successfully achieved employing glutaryl chloride in the presence of AlCl3 under controlled reaction conditions to furnish keto carboxylic acid product. After protection of this keto carboxylic acid as tert-butyl ester, reagent-controlled enantioselective reductions delivered configuration-defined methyl-6-hydroxylalkyl cycloheptatriene-1-carboxylates with up to 80% ee. Whereas simple NaBH4 reduction of the keto carboxylic acid and subsequent lactonization afforded a methyl-6-tetrahydropyranonyl cycloheptatriene-1-carboxylate. Resolution using chiral HPLC delivered the product enantiomers with up to >99% ee Finally, ECD analyses enabled structure elucidation. The products are used as key intermediates in enantioselective 6,11-methylene-lipoxin B4 syntheses.

Convenient Preparation of Optically Active N,N’-Disubstituted Piperazines from Various (S)-α-Amino Acid Esters

Synthesis ◽  
1996 ◽  
Vol 1996 (04) ◽  
pp. 452-454 ◽  
Author(s):  
Masaaki Watanabe ◽  
Yoshitane Kojima ◽  
Kenji Kawabe ◽  
Eiji Hatamoto ◽  
Eiji Tsuru ◽  
...  
Keyword(s):  
Amino Acid ◽  
Optically Active ◽  
Amino Acid Esters ◽  
Convenient Preparation ◽  
Acid Esters
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