]>90% e.e. racemic 1) TSOH (cat.), CH,Cl2 then workup но mostly one diastereomer <5:1 diastereomer mix product after these transformations 2) a) NaNH,, THF, -20 °C b) OHC-CH,CH, c) workup >90% e.e. racemic mostly one diastereomer 3) NaH, MegSi-CI, then workup 6:1 diastereomer mix product after these transformations

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 4E
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]>90% e.e.
TSOH (cat.), CH,Cl2
then workup
racemic
но
mostly one diastereomer
]5:1 diastereomer mix
product after these transformations
>90% e.e.
2) a) NANH2, THF, -20 °C
b) OHC-CH,CH3
c) workup
]racemic
mostly one diastereomer
3) NaH, MegSi-CI,
then workup
] 5:1 diastereomer mix
product after these transformations
Transcribed Image Text:]>90% e.e. TSOH (cat.), CH,Cl2 then workup racemic но mostly one diastereomer ]5:1 diastereomer mix product after these transformations >90% e.e. 2) a) NANH2, THF, -20 °C b) OHC-CH,CH3 c) workup ]racemic mostly one diastereomer 3) NaH, MegSi-CI, then workup ] 5:1 diastereomer mix product after these transformations
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