دورية أكاديمية

Total Synthesis of Indolizidine Alkaloids via Nickel-Catalyzed (4 + 2) Cyclization.

التفاصيل البيبلوغرافية
العنوان: Total Synthesis of Indolizidine Alkaloids via Nickel-Catalyzed (4 + 2) Cyclization.
المؤلفون: Renner J; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Thakur A; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Rutz PM; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Cowley JM; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Evangelista JL; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Kumar P; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Prater MB; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Stolley RM; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States., Louie J; Department of Chemistry , University of Utah , 315 South 1400 East , Salt Lake City , Utah 84112-8450 , United States.
المصدر: Organic letters [Org Lett] 2020 Feb 07; Vol. 22 (3), pp. 924-928. Date of Electronic Publication: 2020 Jan 13.
نوع المنشور: Journal Article; Research Support, Non-U.S. Gov't
اللغة: English
بيانات الدورية: Publisher: American Chemical Society Country of Publication: United States NLM ID: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: PubMed not MEDLINE; MEDLINE
أسماء مطبوعة: Original Publication: Washington, DC : American Chemical Society, c1999-
مستخلص: A Ni-catalyzed (4 + 2) cycloaddition of alkynes and azetidinones toward piperidinones was used as key reaction in the enantioselective synthesis of naturally occurring indolizidine alkaloids. The reaction benefits from the use of an easily accessible azetidinone as an advanced and divergent intermediate to build the indolizidine core. This methodology has been applied in the total syntheses of (+)-septicine, (+)-ipalbidine, and (+)- seco -antofine to illustrate the applicability of the general approach.
تواريخ الأحداث: Date Created: 20200114 Date Completed: 20200706 Latest Revision: 20200706
رمز التحديث: 20231215
DOI: 10.1021/acs.orglett.9b04479
PMID: 31928010
قاعدة البيانات: MEDLINE
الوصف
تدمد:1523-7052
DOI:10.1021/acs.orglett.9b04479