(d) Consider the following structure of compound C: Compound C i. Assign E or Z to the double bond of compound C, showing your assignment of priorities ii. Reaction of compound C with OsO4 gave a racemic mixture of syn 1,2-diols. Using sawhorse projections, draw the product(s) formed and assign the labels R or S to each chiral centre present. iii. Draw the products formed when the geometrical isomer of compound C reacts with OsO4. Use sawhorse projections and assign the stereocentres as R or S.

(d) Consider the following structure of compound C: Compound C i. Assign E or Z to the double bond of compound C, showing your assignment of priorities ii. Reaction of compound C with OsO4 gave a racemic mixture of syn 1,2-diols. Using sawhorse projections, draw the product(s) formed and assign the labels R or S to each chiral centre present. iii. Draw the products formed when the geometrical isomer of compound C reacts with OsO4. Use sawhorse projections and assign the stereocentres as R or S.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.67P: Treatment of -D-glucose with methanol in the presence of an acid catalyst converts it into a mixture...

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