Nitro aldol reacdon

The nitro-aldol reacdon followed by dehydradon gives 3-rutto- 1,3-dienes, which are usefid reagents for cycloaddidon fEq. 3.45. ... 

Several approaches based on nitro-aldol for the synthesis of amino sugars have been reported Alumina-catalyzed reaction of methyl 3- nitropropanoate with O-benzyl-o-lactaldehyde gives the o-ribo-nitro-aldol fanti, and isomeri in 63% yield, which is converted into L-dannosamine fsee Secdon 3 3 Jager and coworkers have reported a short synthesis of L-acosamine based on the stereoselective nitro-aldol reaction of 2-O-benzyl-L-lactaldehyde with 3-nitropropanal dimethyl acetal as shovm in Scheme 3 10 The stereoselecdve nitro-aldol reacdon is carried ont by the silyl nitronate approach as discussed in Secdon 3 3... 

Uiastereoselecdve catalydc nitro-aldol reacdons of opdcally acdve iV-phthaloyl-c-phenyl-alanal with nitromethanein the presence of LLB proceed with high diastereoselecdvityfruirdryii = 99 11 as shown in Eq. 3.76. The product is converted via the Nef teacdon into f3S,35 -3-amino-3-hydroxy-4-phenylbutanoic acid, which is a subunit of the HIV-protease inhibitor... 

In d sumldf way, a-nitroselenides are prepared via the reacdon of nitronates with phenylse-lenyl bromide, which gives a new synthedc method of 1-nitroalkenes from nitroalkanes The sequence of ct-selenadon, nitro-aldol reacdon, and oxidadon provides a nsefid method for the preparadon of nitroalkenes with a hydroxymethyl group fEq 5 81 ... 

Magnus and coworker have presented a new strategy for the preparadon of taxane diterpenes by using nitro-aldol reacdon and denitradon as key steps fsee Scheme 11 ... 

Proazaphosphao-ane, PrRNCH-,CH-j,N, is an efficient catalyst for the Henty reacdon, and arious ketones give nitro-aldols by the reacdon with nitromethane and other nitroalkanes fEq. 

The reducdon of fl-rdtro alcohols v/ith LLAiH) residts in low yields of fl-amino alcohols due to the occurrence of a retro-aldol reacdon. This problem is resolved by protecdng of OH of fi-nitro alcohols, as shovm in Eq. 6.53. ... 

The present tandem nitro aldol-cyclizadon process is used for the preparadon of the enandomerically pure 4-hydroxy-3-isoxa2olme-3-ones They are prepared starting from chiral ct-mesyloxy aldehydes and ethyl nitroacetate under rruld reacdon conthdons fEq 8 85 ... 

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