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Asymmetric Michael Additions via SAMP-/RAMP-Hydrazones Enantioselective Synthesis of β-Substituted Δ-Oxopentanoates and δ-Lactones1)

✍ Scribed by Enders, Dieter ;Rendenbach, Beatrice E. M.


Publisher
Wiley (John Wiley & Sons)
Year
1987
Tongue
English
Weight
553 KB
Volume
120
Category
Article
ISSN
0009-2940

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Asymmetric michael additions via SAMP/RA
✍ Enders, Dieter ;Wahl, Heiner ;Papadopoulos, Kyriakos 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 979 KB

## Abstract Asymmetric Michael addition of lithiated methyl ketone SAMP hydrazones (S)‐3 to a variety of alkenylphosphonates (E)‐2 followed by oxidative cleavage of the 1,4‐adducts (__S,S__)‐4 by ozonolysis afforded 2‐substituted 4‐oxophosphonates (__S__)‐5 in usually moderate to very good overall

ChemInform Abstract: Asymmetric Michael
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Asymmetric Michael Additions via 6-and 7-Membered Lactone SAMP-Hydrazones: Diastereo-and Enantioselective Synthesis of Substituted Lactone Esters. -High asymmetric inductions are achieved in the Michael addition of hydrazones (I) to α,β-unsaturated esters (II). Removal of the chiral auxiliary by ozo