The following are examples of reactions used in the synthesis and study of natur

Question

The following are examples of reactions used in the synthesis and study of natural products and their analogues. Supply precise formulas ,including stereochemistry when it is known, for the starting materials, reagents, or major products as indicated by the letters.  

833 The fo products lowing are examples of reactions used in the synthesis and study of natural and their analogues. Supply precise formulas, including stereochemistry when it is wn, for the starting materials, reagents, or major products as indicated by the letters. O o COCH PC A (b) 3Pd/ methanol dimethylformamide CH2CH2Ph . PhCH2O O,, NaOH C (d) CH-CH2·tetrahydrofuran (c) (CH),Coc H,0, NaOH -78 °C (f) G carbon etrachloride Br CH 0 O CH,SCH (G) J methanol Sn(CH)s Sn(CH)s HO PhCH PhCH2O OCH Ph OCH Ph

Explanation / Answer

A =  methyl (R)-4-amino-5-phenylpentanoate (Chemical Formula: C12H17NO2)

B = (2-bromoethyl)benzene (Chemical Formula: C8H9Br)

C = tert-butyl 4-(2-hydroxyethyl)benzoate (Chemical Formula: C13H18O3)

D =  OsO4/DCM Then quenched by NaHSO3

E = (S)-3-hydroxy-3-phenylpropanoic acid (Chemical Formula: C9H10O3) and F = Carbon Dioxide

G = (E)-prop-1-en-1-ylbenzene (Chemical Formula: C9H10)

H =   HBr + H2O2

I =  (R)-trimethyl(3-methylenecyclohexyl)stannane (Chemical Formula: C10H20Sn)

J =  6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane (C10H16)

K =  KMnO4 + NaOH

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