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Казанский национальный исследовательский технологический университет

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Химия

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Organic Reaction Mechanisms 1997

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<<< < Предыдущая 43 44 45 46 47 48 49 50 51 52 53 54 55 56 5758 / 6758 59 60 61 62 63 64 65 66 67 > Следующая >>>

Bn +

Bn O H+

Bn O

(340)

(341)

M M M

Me Me			O
Me Me				Ar′
Ar	OH		Ar	Ar′



	Ar′
HO	Ar′		Me	Me
(342)		(343)

K J

OMe

MeO

–

SnCl4

HC(OMe)3

SnCl4

(344)

(345)

R2 R3

RCC(SMe)3 + Ph3C+ ClO4–

RCC(SMe)2

ClO4–

+ Ph3CSMe

(346)

SMe

–

+ Ph

C+ ClO –

CSMe + RCCSMe ClO

SMe

MeS O		H2O
	CSMe + Ph3C+ ClO4–
RC			Ph3COH

MeS

(347)

SCHEME 84

MeO

OMe

MeO

O–

OMe

MeO

(348)

(349)

SCHEME 85

–

LnM

OCOR MLn

OCOR

R2 +

(350)

MLn = BF3·OEt2 or bis(4-bromo-2,6-di-t-butylphenoxide)

R = Ph, p-O2NPh or COR = (–)-camphanoyl

SCHEME 86

		Me			Me	Me
	Me				H	Me
	Me				H
			BF3(g)
			BF3(g)
				H

	Me
O	Me				Me
O					Me
					Me
	(351)			O
	(351)		(352)


		Me		Me	Me
		Me		H	Me
	Me
			MeAlCl2


O	Ph			HO
O				Ph
	(353)		(354)

OMe

	+		OMe		O
	+

	OMe
TMSO		TMSO
	OMe
(355)				(356)

R1 Me	O	Me
	O		O–
	R	+	O–
	R	+
	R		R
	R		R
	O		R
R2 Me	O	Me	O
			O

	Me			Me
	R			O–
	O			R
				R
		+
		+
	R			R
Me			Me
	O			O
		SCHEME 87

–

Cl3Fe O

Me O

Me3Si

(357)

(358)

(359)

1,5-shift

(360)

	O			O	n
R1		OH		R1
R1		OH		R1
			H3O+
R2				R2
R2				R2
OH				OH
	(361)

R1 H+

– ROH

O R2 OH

H+

HO Me

Me O

O R2

O H

SCHEME 88

H+

SCHEME 89

O R2

O Me

H2O

H+

O Me

! " ! "

Me3Si

SiMe3

Me3Si

SiMe3

OEt

Lewis acid

OEt

(362)

(363)

SiMe3

OEt

SiMe3

OEt

SiMe3

(364)

≡

OEt

SiMe3

SCHEME 90

(365)

Me3Si

H+

Me3Si

SiMe3

Me3Si

(366)

(367)

H2O

SiMe3

Me3Si

(368)

SCHEME 91


H	H		H
		H
		H
H	H	H	H
	(369)		(370)

Me Me

Wagner–Meerwein

X = NH2

NH2

(372)

(371)

Nametkin

X = OMe

Me Me

Me OMe

(373)

Me	O				Me
Me	O		pinacol		O
MeO			pinacol
	O		rearrangement
OH
(374)
	H	OH
O				ene	H
O			reaction		H
			reaction		...
					O
	(376)
		SCHEME 92

(375)

≡

...

PPh3

NHTS

Ph3P

NHTS

– Ph3P

NHTS

(377)

NHTS

(378)

SCHEME 93

R O

(379)

(380)

(381)

MeO

H O

– MeOH

H3O+

– H+

(382)

– 2H2O

– H+

(383)

SCHEME 94

TiCl4

–

TiCl4

(384)

(385)

(386)

–

Cl4Ti

(388)

(387)

<<< < Предыдущая 43 44 45 46 47 48 49 50 51 52 53 54 55 56 5758 / 6758 59 60 61 62 63 64 65 66 67 > Следующая >>>

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