(i) The following two-step synthesis gives compound K as the major product. OH ****| i. NaBH4 ii. CH₂l2, Zn(Cu) K Assign the configuration of the two chirality centres generated in the second step, i.e. in the cyclopropanation step, using CIP rules. (ii) Explain with the aid of a reaction mechanism why the synthesis is highly diastereoselective. (iii) With reference to compound K, explain what is meant by the term 'diastereotopic groups'. (iv) Draw the structures of the enantiomer, and one epimer of K, and give definitions of these terms.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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(d)
(i)
Answer all sections (i) to (iv).
The following two-step synthesis gives compound K as the major product.
OH
i. NaBH4
ii. CH₂12, Zn(Cu)
K
Assign the configuration of the two chirality centres generated in the
second step, i.e. in the cyclopropanation step, using CIP rules.
(ii) Explain with the aid of a reaction mechanism why the synthesis is
highly diastereoselective.
(iii) With reference to compound K, explain what is meant by the term
'diastereotopic groups'.
(iv) Draw the structures of the enantiomer, and one epimer of K, and give
definitions of these terms.
Transcribed Image Text:(d) (i) Answer all sections (i) to (iv). The following two-step synthesis gives compound K as the major product. OH i. NaBH4 ii. CH₂12, Zn(Cu) K Assign the configuration of the two chirality centres generated in the second step, i.e. in the cyclopropanation step, using CIP rules. (ii) Explain with the aid of a reaction mechanism why the synthesis is highly diastereoselective. (iii) With reference to compound K, explain what is meant by the term 'diastereotopic groups'. (iv) Draw the structures of the enantiomer, and one epimer of K, and give definitions of these terms.
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