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strong base

strong base

NaOR

LiCu(R)2
then work up

R-M
Then workup

NaOR

NaOR

OR- , heat,
or
OR-, then H+

OR-

OR-

OR-, heat
or
OR-, then H+

LiAlH4, then work up
reduction

LiAlH4, then work up
redutcion

DIBAL-H, then work up
reduction

LiAlH4, then work up
reduction

HNR2 (2 eq)

HNR2 (2 eq)

HNR2, heat

O-OCR


LiCu(R)2

R-M (2eq), then work up

basic
H2O, OH-, heat

basic
H2O, OH-, heat

basic
H2O, OH-

acidic
H2O, cat H+, heat

acidic
H2O, cat H+, heat

acidic
H2O, cat H+

acidic, LG= Cl, or anhydride
H2O