Unusual reversal of enantioselectivity in the asymmetric autocatalysis of pyrimidyl alkanol triggered by chiral aromatic alkanols and amines-Reference-Cited by-同舟云学术

Unusual reversal of enantioselectivity in the asymmetric autocatalysis of pyrimidyl alkanol triggered by chiral aromatic alkanols and amines

Published:2017 Issue:3 Volume:15 Page:555-558
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Matusmoto Arimasa¹²³⁴⁵,Fujiwara Satoshi¹²³⁴,Hiyoshi Yui¹²³⁴,Zawatzky Kerstin⁶⁷⁸⁹,Makarov Alexey A.⁶⁷⁸⁹,Welch Christopher J.⁶⁷⁸⁹,Soai Kenso¹²³⁴⁵^ORCID

Affiliation:

1. Department of Applied Chemistry

2. Tokyo University of Science

3. Tokyo 162-8601

4. Japan

5. Research Center for Chirality

6. Department of Process Research & Development

7. Merck Research Laboratories

8. Rahway

9. USA

Abstract

Temperature dependent inversion of enantioselectivity was observed in the asymmetric autocatalysis reaction when triggered by a wide scope of chiral alcohols and amines.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C6OB02415G

Reference56 articles.

1. The Isoinversion Principle—a General Model of Chemical Selectivity

2. New advances in dual stereocontrol for asymmetric reactions

3. Temperature switching of product chirality upon photosensitized enantiodifferentiating cis-trans isomerization of cyclooctene

4. Temperature-effected tuning of enantioselectivity in asymmetric catalysis

5. Temperature dependent reversal of stereochemistry in enantioselective conjugate amine additions

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