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a) Identify and name the type(s) of selectivity occurring in step (b). (2 marks) b) Step (d) is accomplished using carbonyl diimidizole 15. Outline a

a) Identify and name the type(s) of selectivity occurring in step (b). (2 marks)

b) Step (d) is accomplished using carbonyl diimidizole 15. Outline a mechanism for this transformation. (3 marks)

TBSO OBn OTPS OTBS TPSO a. n-Buli, THE OBn NNHSO,Ar 10 b. TBSO TBSO TBSO PS OTPS OBn PS OBn c. LIAIH4. Et0 OBn d. H 11 13 12 TPS = tert-butykdiphenylsilyl (-Si((CoHs),C(CHs)s) TBS = tert-butyldimethylsilyl (-Si((CHa)C(CHa)3) Bn = benzyl (CH,Ph) acac = acetylacetonato (CH,COCH,COCH3) Buli = butyl lithium (CH;CH,CH;CH2LI)

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