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Synthesis of the dipeptide hydroxyethylene isostere of Leu-Val, a transition state mimic for the control of enzyme function

✍ Scribed by Wuts, Peter G. M.; Putt, Sterling R.; Ritter, Allen R.


Book ID
115484643
Publisher
American Chemical Society
Year
1988
Tongue
English
Weight
856 KB
Volume
53
Category
Article
ISSN
0022-3263

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Two stereoisomers of the title compound have been synthesized from the methyl ester of N-Boc L-valine. The aminoester was initially converted into an a%-amino a,b-unsaturated ketone via a phosphonoketone and a Horner-Emmons olefination with acetaldehyde. Hydrocyanation of the enone with diethylalumi