02. 03. 04. CH3 Li OH H3C CH3 CH3 Nucleophilic addition to the ketone; note a stereogenic center is created; the product is necessarily racemic. OH OCH 3 PhMgBr Ph Ph OCH3 OCH3 Grignard addition to the ester FG (the ether FG does not react); addition is always twice with esters. 04. CO₂H i) SOCI₂ ii) (CH3CH2)2NH 05. H3C CH3 06. H+ H3CO LiAlH4 2

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02.
03.
04.
CH3
Li
OH
H3C
CH3
CH3
Nucleophilic addition to the ketone; note a stereogenic
center is created; the product is necessarily racemic.
OH
OCH 3
PhMgBr
Ph
Ph
OCH3
OCH3
Grignard addition to the ester FG (the ether FG does not
react); addition is always twice with esters.
Transcribed Image Text:02. 03. 04. CH3 Li OH H3C CH3 CH3 Nucleophilic addition to the ketone; note a stereogenic center is created; the product is necessarily racemic. OH OCH 3 PhMgBr Ph Ph OCH3 OCH3 Grignard addition to the ester FG (the ether FG does not react); addition is always twice with esters.
04.
CO₂H
i) SOCI₂
ii) (CH3CH2)2NH
05.
H3C
CH3
06.
H+
H3CO
LiAlH4
2
Transcribed Image Text:04. CO₂H i) SOCI₂ ii) (CH3CH2)2NH 05. H3C CH3 06. H+ H3CO LiAlH4 2
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