ALCHOHOL RESTROSYNTHESIS PAGE 3

LETS REMIND OURSELF OF THIRD WAY OF ACHOHOL SNYTHESIS

USING RETROGRIGNARD SNYTHESIS WITH PARTICIPATION OF
VICINAL GROUP:
OH

H3C

H3C

OH
CH2

H3C

H3C

electrons will go on both sides!!

TG2
one
molecules
has
become a diene and
another dienophile!

H2C

remind yourslef that when

you cut off the molecule its
synthons should at first be
the same size and shape so
you can find and recognize
them! and the charge add
later , dont be confused by
adding them at the same time
!

What does this reminds me

off?
You have to add a grignard
component in here so think
how and where!
H3C
CH3 MgBr
H3C

How to synthesise this?

H3C

H3C
Br
H3C

OH

1)Mg/H20
2)epoxide

H3C

TG2
Magnesium will make a
typical Grignard salt and
reminding that it will cut off
when added epoxide which
will convert into alchohol or
our targeted molecule TG2!