Synthesis p. 627 - 632 (1996)
Update date:2022-08-05
Topics:
Fernandez, Rosario
Gasch, Consolacion
Lassaletta, Jose-Maria
Llera, Jose-Manuel
The diastereoselective synthesis of sugar derived β-nitro nitriles through double asymmetric induction experiments involving Michael addition of formaldehyde SAMP- and RAMP-hydrazones [(S)-1 and (R)-1] to sugar nitroolefins 2 in excellent overall yields and high diastereoselective excesses is described. The absolute configuration of the RAMP-hydrazone 1,4-adduct 3c was determined by chemical correlation of its corresponding β-nitro nitrile 4c.
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Doi:10.1248/cpb.44.1196
(1996)Doi:10.1016/0040-4020(96)00368-7
(1996)Doi:10.1021/jacs.1c04367
(2021)Doi:10.1080/00958972.2020.1836359
(2020)Doi:10.1021/om960197x
(1996)Doi:10.1246/bcsj.27.582
(1954)