Group Meeting Problems - 2021/07/03

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Transcript of Group Meeting Problems - 2021/07/03

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J. Gui et al., J. Am. Chem. Soc., 140, 9413 (2018)

AcO STol

H

MeMe

O

H H

(PhO)2OPO1) m-CPBA EtOAc, 0 ºC

2) O-methylquinine toluene, 130 ºC

54% (2 steps)

MeMe

O

H

AcO

H

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Group Meeting Problems - 2021/07/10

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G. Evano et al., J. Am. Chem. Soc., 136, 12528 (2014)

TfOH/DCM(0.8:1)

0℃

74%

NTs NH

H

Ts

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M. D. Levin et al., Nature, 593, 223 (2021)

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F3C

N

O

OBnOO

NC

H

NSO

tBu

NC

OAc

TMS Pd(Ph3P)4 THF, rt 73%

2) HCl/dioxane Et2O 59%

THF, 45 °C

71%

1)

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T. Sato, N. Chida et al., Org. Lett., 23, 3058 (2021)

N

O TMS

Et

IrCl(CO)(PPh3)2 (0.5 mol%)(Me2HSi)2O (1.5 eq)

MS3A, toluene, 40 °C; NEt

O

(1.5 eq)

O

H

H

Cl2CHCO2H (1.0 eq), i-PrOH (2.0 eq)

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Group Meeting Problems - 2021/07/24

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G. G. Faura et al., J. Org. Chem., ASAPDOI: 10.1021/acs.joc.1c00826

OTFE

O

N2

O

N

MeN

Me

Me

OH

O OTFE

O

TFEO

O

NMe

Me

OMe

Me

OMe

Rh2(esp)2(0.5 mol%)

CH2Cl2, reflux

57%

Me

OMe

Cu(hfacac)2(10 mol%)

CH2Cl2, reflux

80%

F3C CF3

O O

Cu

RhRh

OO OO

Me

Me

Me

Me

O

OO

O

Me

MeMe

Me

Rh2(esp)2

Cu(hfacac)2