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Practice - 1 excess MsCl 2 excess H 2 S NaBH 4 EtOH NaOEt EtOH 1 H 2 SO 4 t-BuOH 2 SOCl 2 CH 2 Cl 2 A C 9 H 20 O 2 B C 5 H 12 O 2 C C 5 H 10 O 2 D

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4 III. [30 points] NAME: (please print)__________________________ First Last a. Deduce the structures of A J in the spaces provided. Note that A-J are all optically active. Show stereochemistry, where known, explicitly. NO FISCHER PROJECTIONS! ( Workups are assumed when necessary and are not included in the scheme ). H 2 SO 4 H 2 O, 50 o C O Cl HO Cl NaH, THF 1) (CH 3 ) 3 OK, t-BuOH 2) SOCl 2 , CH 2 Cl 2 1) Mg o 2) oxacyclopropane
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Unformatted text preview: 1) excess MsCl 2) excess H 2 S NaBH 4 , EtOH NaOEt, EtOH 1) H 2 SO 4 , t-BuOH 2) SOCl 2 , CH 2 Cl 2 A , C 9 H 20 O 2 B , C 5 H 12 O 2 C , C 5 H 10 O 2 D , C 5 H 9 BrO E , C 5 H 12 S 2 F , C 5 H 10 S 2 G , C 5 H 11 BrO H , C 3 H 6 O I , C 7 H 15 ClO J , C 5 H 10 O NaBH 4 , EtOH NaBH 4 , EtOH excess LiAlD 4 HO D D PBr 3 , CH 2 Cl 2...
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This note was uploaded on 09/10/2011 for the course CHEM 140A 140A taught by Professor Bobternansky during the Winter '10 term at UCSD.

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