Q5(b). Osmium dihydroxylation of an allylic alcohol
Give the product of the drawn cyclohex-2-en-1-ol with OsO₄/pyridine followed by water. [structure of the cyclohexenol given in the paper]
Answer in brief
A cyclohexane-1,2,3-triol forms. The two new OH groups are cis to each other; ordinary steric approach favours their placement opposite the pre-existing OH.
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CoversOsO₄ dihydroxylationsyn additionosmate esterallylic alcoholcyclohexane-1,2,3-triol
All parts of Question 5
- 5(a) Substituent effects on anionic propagation5 marks
- 5(b) Osmium dihydroxylation of an allylic alcohol5 marks
- 5(c) Photocyclization of isomesityl oxide5 marks
- 5(d) Woodward–Fieser calculation and a name error5 marks
- 5(e) Distinguishing ortho and para xylene5 marks
- 5(f) Chemical and magnetic equivalence in styrene5 marks
- 5(g) Parent ion from a metastable peak5 marks
- 5(h) Complementary DNA base pairs5 marks