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Question

(6 pts.) 1. Give the major organic product(s) including any appropriate stereochemistry.

H₂CO

OH

OEt

OH

CH3 CH₂

1. SOCI ₂. pyr

2. CH₂OH

+

3. CH₂CH₂CH₂MgBr (2 eq)

4. H₂0*

1. CH3CH₂CH₂CH₂NH₂, DCC

2. LAH

3. H₂O*

1. LDA, -30°C

2. CHyCH,CH,CH,C

+ Eto

OE!

OH¹

EIO ¹

Eto¹

Fig: 1