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به نام خدا. فصل چهارم گزينش پذيري در سنتز تركيبات آلي. جلسه دوازدهم. فهرست مطالب: مقدمه گزينش پذيري گزينش پذيري ناشي از عوامل فضائي فضاگزيني واكنشگر هاي اكسنده گزينش پذيري ناشي از عوامل الكتروني شيمي گزيني واكنشگر هاي گزينش پذير. مقدمه

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  • :


. .


  • (Stereoselective):

  • . . .

  • (Stereospecific):

  • 100 . (Cofiguration) .

  • (Enantioselectivity) (Diastereoselectivity):

  • .

  • (Regioselectivity):

  • . . (Regiospecific) .


.

. .


.

???


. .


.

t-Bu . .

. .


BH3 BH3 . .

.


  • E2

  • 180 . .

  • 180 . ( ) .


  • . .

(

60

. )


  • :

  • E2 (Saytzeff `S Rule) . .


  • (Hofmann Elimination ):

  • (E1cb) . . - - (Hofmann Elimination ) .

  • (F, N, S) . .


  • :

  • ( SN1) - . . .

    SN1 SN2 .


:

( ) . OH NH2 .

. H2O2 .


.


. .

  • .

  • - 1 2- .


. 1 3- .


. . . . .

. ( ).


(H+) . () .

( ) .


. HOMO LUMO .

. . (a) .


A

B

  • 3 4- - 3- - 1- . (A) / (B) / .


HCl, DCl 13-

  • HCl 1- - 1 3-


. . . . C D A B D . D . 3- -1- -1- .


  • (Chemoselectivity)

  • .

  • OH NH2 NH2 .


OH . B A .


:


!!!

. . .


.

TsCl OH . TsCl OH .


.

. . . . - .


.


( ) n-BuLi .

(R-X) . . . .


.

MnO2 . .

  • :

:

:


  • .

HIO4 HIO3 .


  • N- SN1 SN2 . .



:

... N- . N- N- .


SeO2 .

SeO2 .

- :



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