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REAZIONI STEREOSELETTIVE DEGLI ALCHENI

REAZIONI STEREOSELETTIVE DEGLI ALCHENI

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B. Addizione di tipo Mannich<br />

O<br />

O<br />

N<br />

H<br />

N<br />

H<br />

+<br />

N<br />

O<br />

O<br />

O<br />

HN O<br />

S<br />

O CH3<br />

O<br />

HN O<br />

S<br />

O<br />

O<br />

cat*<br />

5% mol<br />

CH 2 Cl 2 ,<br />

temp.amb.<br />

O<br />

O<br />

NH<br />

catalizzatore tempo, h resa dr ee<br />

NO 2<br />

24 82% >19:1 96<br />

24 75% >19:1 >99<br />

C. Addizione di Michael asimmetrica di chetoni a nitroalcheni<br />

+<br />

O<br />

N<br />

H OH<br />

base<br />

N<br />

N<br />

N<br />

H HNN O<br />

O<br />

N<br />

O<br />

NO 2<br />

N<br />

H<br />

resa 52% 80% 88%<br />

dr > 19:1 > 19:1 > 19:1<br />

ee 51% 62% 91%<br />

N<br />

N<br />

N<br />

H<br />

119<br />

120<br />

60

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