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Date May 2017 Marks available 3 Reference code 17M.3.hl.TZ2.25
Level HL Paper 3 Time zone TZ2
Command term Describe Question number 25 Adapted from N/A

Question

Taxol is produced using a chiral auxiliary. Describe how the chiral auxiliary functions to produce the desired product.

Markscheme

chiral molecule/auxiliary/optically active species added/connected/attached «to non-chiral starting molecule to force reaction to follow a certain path»

one enantiomer produced
OR
chiral auxiliary creates stereochemical condition «necessary to follow a certain pathway»
OR
stereochemical induction
OR
existing chiral centre affects configuration of new chiral centres

«after new chiral centre created» chiral auxiliary removed «to obtain desired product»

[3 marks]

Examiners report

[N/A]

Syllabus sections

Options » D: Medicinal chemistry » D.7 Taxol—a chiral auxiliary case study (HL only)
Options » D: Medicinal chemistry
Options

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