1. Please provide a plausible mechanism for the following transformation, explaining the complete diastereoselectivity obtained. (Org. Lett.

2020, 22, 21, 8555)

HO
NH2 HN
O Dy(OTf)3
+
DCE, 90 °C O
N
Me N
Me

70% yield

2. Please provide a plausible mechanism for the following transformation. (Org. Lett. 2021, 23, 20, 7771–7775)

OTMS 1) TsN3, CuTc, PhMe

CHO 2) Rh2(OCt)4 (2 mol%), PhMe, 90 °C OTMS
then Al2O3
OTMS O
TMSO

CHO

64% yield

3. Please provide a plausible mechanism for the following transformation. (J. Am. Chem. Soc. 2021, 143, 21270−21274)

OH
NHBoc PdCl2, P(4-F-C6H4)3 O O
O NBE, Cs2CO3, MeCN
then HCl, Fe2(SO4)3
O O
+ O
I (4 steps)
OH
NBE: HO
Br
O
65% yield Dalesconol A

4. Please provide a plausible mechanism for the following transformations and the structure of the isolable intermediate. (Org. Lett. 2016, 18, 3952−3955)

EtO2C
O 1) ethyl diazoacetate
LDA, THF, - 78 °C CsF
OTMS 2) In(OTf)3, 4 A MS, CH2Cl2 N
Boc H
N TMS MeCN, reflux

66% yield 60% yield

(2 steps)