Solutions_Manual_for_Organic_Chemistry_6th_Ed 443

Solutions_Manual_for_Organic_Chemistry_6th_Ed 443 - n�...

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Unformatted text preview: n� (b) conti(ued :OEt -OEt X OEt (c) R � + � 18-75 /1 (i)(EtOhP + Br (ii) (EtOhP BrCH2COOMe .. (EtOhOP COOMe -EtBr "- � -' -- �) � y COO M eO+ + ---------- � COOMe (CH3}zCHCHO MeO­ _ � � � .... COOMe .. (Et0}z0P, � .... COOMe � -EtBr � ..(-----.. . I t ° (a) 18-76 � NM H+ U e2 .. 0 H ('::�( )�.- H \!C!.) + 1 (b) Aminoacetallinkage�� in the dashed bOXCS' 2 :-olD HO :.----1 N�lo N : N/.: HO : W OH ne deoxycytiW deoxyadenosi dinOH e '0 I � -- : I '0 1 -' �----- .�---- ) : I 438 ((c) The first step in the mechanism in a) pr onitroiogens thamiDnN ectro pairi.seosiodtes,nathowever,tofhearee parte'Asofelaromatnic The n of ritnuclaromattihcietyelofcttrhonripaig.rs (areeerequired for hnegs,tioandto probleem e n forSa description t soltuhe aromaticity of these nucleosihede n of ) Protonation of the nitrogen wil not bases. aci is r st ong; occure unldessswithlel notdprotextnatemelhey Nrand dihlerefore the nucleoside owil ebet stable. t ut aci part 16-42 ...
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