Dual Rh(II)/Pd(0) Relay Catalysis Involving Sigmatropic Rearrangement Using N-Sulfonyl Triazoles and 2-Hydroxymethylallyl Carbonates
  • Huang, Liang-Zhu
  • Xuan, Zi
  • Park, Jong-Un
  • Kim, Ju Hyun
Citations

WEB OF SCIENCE

10
Citations

SCOPUS

14

초록

Dual Rh(II)/Pd(0) relay catalysis of N-sulfonyl triazoles and 2-hydroxymethylallyl carbonates has been developed, which affords N-sulfonyl pyrrolidines in moderate to good yields with high diastereoselectivities. The reaction proceeds via a relay mechanism involving O-H insertion onto the alpha-imino Rh(II)-carbene, [3,3]-sigmatropic rearrangement, dipole formation through Pd(0)-catalyzed decarboxylation, and intramolecular N-allylation, leading to the formation of multiple bonds in a one-pot operation.

키워드

BIMETALLIC CATALYSISASYMMETRIC-SYNTHESISTERMINAL ALKYNESCYCLOADDITIONALKYLATIONFUNCTIONALIZATIONDERIVATIVESALLYLATIONTRANSITIONCOMPLEXES
제목
Dual Rh(II)/Pd(0) Relay Catalysis Involving Sigmatropic Rearrangement Using N-Sulfonyl Triazoles and 2-Hydroxymethylallyl Carbonates
저자
Huang, Liang-ZhuXuan, ZiPark, Jong-UnKim, Ju Hyun
DOI
10.1021/acs.orglett.2c02752
발행일
2022-09
유형
Article
저널명
Organic Letters
24
38
페이지
6951 ~ 6956