ChemInform Abstract: A Chemoenzymatic Approach to (R)-Tetrahydro-5-oxo-2-(2-hydroxyethyl) furan, a Useful Chiral Synthon; Application to the Synthesis of (S)-4- Hexanolide, Pheromone Antipode of Trogoderma glabrum.

ChemInform ◽  
2010 ◽  
Vol 22 (29) ◽  
pp. no-no
Author(s):  
S. K. GHOSH ◽  
S. CHATTOPADHYAY ◽  
V. R. MAMDAPUR
Keyword(s):  
Trogoderma Glabrum ◽  
Chiral Synthon

A Scalable Approach for the Synthesis of Epothilone Thiazole Fragment (C12–C21 unit) Via Wacker Oxidation

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1076-1078
Author(s):  
Jayaprakash Yerrabelly ◽  
Rajashekar Kommera ◽  
Venkateshwer Kasireddy ◽  
Venkat Ghojala ◽  
Markandeya Bekkam ◽  
...  
Keyword(s):  
Wittig Reaction ◽  
Chemical Modifications ◽  
Wacker Oxidation ◽  
Epothilone A ◽  
Palladium Catalyzed ◽  
The Common ◽  
Scalable Synthesis ◽  
Reaction Result ◽  
Chiral Synthon

A new scalable synthesis of the common thiazole fragment (C12–C21 unit) of epothilone family of molecules (epothilone A–D) has been developed via palladium-catalyzed Wacker oxidation as a key step using (S)-2,2,3,3,9,9,10,10-octamethyl-5-vinyl-4,8-dioxa-3,9-disilaundecane, which has been prepared from commercially available chiral synthon (R)-ethyl-4-cyano-3-hydroxybutanoate. Then further chemical modifications using Horner–Wadsworth–Emmons reaction and Wittig reaction result in the common thiazole fragment (C12–C21 unit) in good yields.

ChemInform Abstract: Pyroglutamic Acid: A Unique Chiral Synthon

ChemInform ◽  
2009 ◽  
Vol 40 (49) ◽  
Author(s):  
Sharad Kumar Panday ◽  
Jagdish Prasad ◽  
Dinesh Kumar Dikshit
Keyword(s):  
Pyroglutamic Acid ◽  
Chiral Synthon

Diastereofacial Selectivity of Radical Cyclization Using Chiral a,b-Unsaturated Ester and Amide: Investigation of a New Chiral Synthon Synthesis

Heterocycles ◽  
1997 ◽  
Vol 46 (1) ◽  
pp. 605 ◽  
Author(s):  
Masataka Ihara ◽  
Akira Katsumata ◽  
Takehiko Iwaki ◽  
Keiichiro Fukumoto
Keyword(s):  
Radical Cyclization ◽  
Unsaturated Ester ◽  
Chiral Synthon
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