enantioselective total synthesis of (s)-nakinadine b
TRANSCRIPT
![Page 1: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/1.jpg)
Electronic Supplementary Information for
Enantioselective total Synthesis of (S)-Nakinadine B
Yuvraj Garg and Satyendra Kumar Pandey*
School of Chemistry and Biochemistry, Thapar University, Patiala 147001, India
*Corresponding Author: Telephone number: +91-175-239-3832, Fax No. +91-175-236-4498
E-mail address: [email protected]
Table of contents
General Experimental
1. 1H and 13C spectra for compound 11 S2-S3
2. 1H and 13C spectra for compound 13 S4-S5
3. 1H and 13C spectra for compound 14 S6-S7
4. 1H and 13C spectra for compound 15 S8-S9
5. 1H and 13C spectra for compound 16 S10-S11
6. 1H and 13C spectra for compound 17 S12-S13
7. 1H and 13C spectra for compound 3 S14-S15
S1
Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2016
![Page 2: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/2.jpg)
1H NMR (400 MHz, CDCl3/TMS)
NO2
OH
11
S2
![Page 3: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/3.jpg)
13C NMR (100 MHz, CDCl3)
NO2
O H
11
S3
![Page 4: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/4.jpg)
1H NMR (400 MHz, CDCl3/TMS)
NO2
OTBS
13
S4
![Page 5: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/5.jpg)
13C NMR (100 MHz, CDCl3)
NO2
OTBS
13
S5
![Page 6: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/6.jpg)
1H NMR (400 MHz, CDCl3/TMS)
N
O
14
S6
![Page 7: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/7.jpg)
13C NMR (100 MHz, CDCl3)
N
O
14
S7
![Page 8: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/8.jpg)
1H NMR (400 MHz, CDCl3/TMS)
BocN
OTBS
15
12
N
S8
![Page 9: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/9.jpg)
13C NMR (100 MHz, CDCl3)
BocN
OTBS
15
12
N
S9
![Page 10: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/10.jpg)
1H NMR (400 MHz, CDCl3/TMS)
16
BocN
OH
N
12
S10
![Page 11: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/11.jpg)
13C NMR (100 MHz, CDCl3)
16
BocN
OH
N
12
S11
![Page 12: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/12.jpg)
1H NMR (400 MHz, CDCl3/TMS)
17
BocN
OH
HO
N
12
S12
![Page 13: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/13.jpg)
13C NMR (100 MHz, CDCl3)
17
BocN
OH
HO
N
12
S13
![Page 14: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/14.jpg)
1H NMR (400 MHz, CDCl3/TMS)
HN
O HO
nakinadine B 3 N
12
S14
![Page 15: Enantioselective total Synthesis of (S)-Nakinadine B](https://reader033.vdocuments.mx/reader033/viewer/2022042221/625a46b435a272386879a156/html5/thumbnails/15.jpg)
13C NMR (100 MHz, CDCl3)
HN
O HO
nakinadine B 3 N
12
S15