All articles of this category The enantioselective synthesis of α -substituted β -nitro nitriles 4 and β -nitroaldehydes 5 by Michael addition of formaldehyde SAMP-hydrazone 1 to nitroalkenes 2 in excellent overall yields and high enantiomeric excesses (ee=90->99%) is described. Compound 1 constitutes a neutral chiral formyl anion and cyanide equivalent. The absolute configuration was determined by X-ray structure analysis of the crystalline SAMP-hydrazone 1,4-adduct 3e . asymmetric synthesis - formyl anion equivalent - Michael addition - Umpolung - SAMP-hydrazones
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Enders et al. (1996) studied this question.