TY  - JOUR
AU  - Ullrich, Patrick
AU  - Schmauck, Julie
AU  - Brauns, Marcus
AU  - Mantel, Marvin
AU  - Breugst, Martin
AU  - Pietruszka, Jörg
TI  - Enantioselective Allylation of Indoles: A Surprising Diastereoselectivity
JO  - The journal of organic chemistry
VL  - 85
IS  - 4
SN  - 1520-6904
CY  - [S.l.]
PB  - American Chemical Society
M1  - FZJ-2020-03834
SP  - 1894 - 1905
PY  - 2020
AB  - Herein we show a novel approach toward the allylation of indoles. Thereby, we explore a class of bench-stable allylboronates and fine-tune their reactivity. The allylations of different substituted indoles proceed with negligible diastereo- and excellent enantioselectivities. This surprising selectivity (up to 99:1 er, up to ≈60:40 dr) is rationalized by DFT calculations.
LB  - PUB:(DE-HGF)16
C6  - 31905290
UR  - <Go to ISI:>//WOS:000516665800012
DO  - DOI:10.1021/acs.joc.9b02573
UR  - https://juser.fz-juelich.de/record/885451
ER  -