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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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3771645


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  • :


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. .


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  • (Stereoselective):

  • . . .

  • (Stereospecific):

  • 100 . (Cofiguration) .

  • (Enantioselectivity) (Diastereoselectivity):

  • .

  • (Regioselectivity):

  • . . (Regiospecific) .


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.

. .


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.

???


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. .


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.

t-Bu . .

. .


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BH3 BH3 . .

.


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  • E2

  • 180 . .

  • 180 . ( ) .


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  • . .

(

60

. )


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  • :

  • E2 (Saytzeff `S Rule) . .


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  • (Hofmann Elimination ):

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

  • (F, N, S) . .


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  • :

  • ( SN1) - . . .

    SN1 SN2 .


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:

( ) . OH NH2 .

. H2O2 .


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.


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. .

  • .

  • - 1 2- .


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. 1 3- .


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. . . . .

. ( ).


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(H+) . () .

( ) .


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. HOMO LUMO .

. . (a) .


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A

B

  • 3 4- - 3- - 1- . (A) / (B) / .


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HCl, DCl 13-

  • HCl 1- - 1 3-


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


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  • (Chemoselectivity)

  • .

  • OH NH2 NH2 .


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OH . B A .


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:


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!!!

. . .


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.

TsCl OH . TsCl OH .


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.

. . . . - .


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.


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( ) n-BuLi .

(R-X) . . . .


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.

MnO2 . .

  • :

:

:


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  • .

HIO4 HIO3 .


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  • N- SN1 SN2 . .


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:

... N- . N- N- .


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SeO2 .

SeO2 .

- :


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