Construction of the Azacyclic Core of Tabernaemontanine-Related Alkaloids via Tandem Reformatsky Aza-Claisen Rearrangement

  • Suh, Young-Ger; 
  • Lim, Changjin; 
  • Sim, Jaehoon; 
  • Lee, Jae Kyun; 
  • Surh, Young-Joon; 
  • ... Paek, Seung-Mann
Citations

WEB OF SCIENCE

10
Citations

SCOPUS

10

초록

A divergent synthetic methodology for a tabernaemontanine-related alkaloid was developed. The synthetic route features practical improvements in the Pictet-Spengler cyclization for the tetrahydro-fi-carboline intermediate and an unprecedented tandem Reformatsky aza-Claisen rearrangement to create the core carbon skeleton and stereochemistries of tabernaemontanine-related alkaloids.

키워드

ENANTIOSPECIFIC TOTAL-SYNTHESIS; INDOLE ALKALOIDS; BISINDOLE ALKALOIDS; TABEMAEMONTANA; VOBASINE
제목
Construction of the Azacyclic Core of Tabernaemontanine-Related Alkaloids via Tandem Reformatsky Aza-Claisen Rearrangement
저자
Suh, Young-Ger; Lim, Changjin; Sim, Jaehoon; Lee, Jae Kyun; Surh, Young-Joon; Paek, Seung-Mann
DOI
10.1021/acs.joc.6b02648
발행일
2017-02-03
유형
Article
저널명
The Journal of Organic Chemistry
권
82
호
3
페이지
1464 ~ 1470