Synthesis of α-(aminoethyl)-α,β-enones via alkyne aza-Prins cyclization and their synthetic application to pyrrolidines-Reference-Cited by-同舟云学术

Synthesis of α-(aminoethyl)-α,β-enones via alkyne aza-Prins cyclization and their synthetic application to pyrrolidines

Published:2021 Issue:13 Volume:19 Page:2959-2967
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Amemiya Sho¹²³⁴⁵,Okemoto Shingo¹²³⁴⁵,Tsubouchi Akira¹²³⁴⁵,Saito Akio¹²³⁴⁵^ORCID

Affiliation:

1. Division of Applied Chemistry

2. Institute of Engineering

3. Tokyo University of Agriculture and Technology

4. Tokyo 184-8588

5. Japan

Abstract

We developed the first synthetic method of conjugated enones via alkyne aza-Prins cyclization. The products could be converted into pyrrolidines by formal 5-endo-trig cyclization.

Funder

Japan Society for the Promotion of Science

Core Research for Evolutional Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00072A

Reference61 articles.

1. Synthesis of tetrahydropyrans and related heterocycles via prins cyclization; extension to aza-prins cyclization

2. Focused Update on the Prins Reaction and the Prins Cyclization

3. Synthesis of O- and N-Heterocycles by Silyl-Prins Cyclization of Allylsilanes

4. The Aza-Prins Reaction in the Synthesis of Natural Products and Analogues

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