D 2001

Diastereoselectivity in 1,3-dipolar cycloaddition reactions of alpha-methylene lactone derivatives

ČASTULÍK, Jakub, Petr MELŠA and Ctibor MAZAL

Basic information

Original name

Diastereoselectivity in 1,3-dipolar cycloaddition reactions of alpha-methylene lactone derivatives

Authors

ČASTULÍK, Jakub (203 Czech Republic), Petr MELŠA (203 Czech Republic) and Ctibor MAZAL (203 Czech Republic, guarantor)

Edition

Prague, 9th Meeting on Stereochemistry, Book of Abstracts, p. 161-162, 2001

Publisher

Institute of Chemical Technology, Prague and Czech Chemical Society

Other information

Language

English

Type of outcome

Stať ve sborníku

Field of Study

10401 Organic chemistry

Country of publisher

Czech Republic

Confidentiality degree

není předmětem státního či obchodního tajemství

RIV identification code

RIV/00216224:14310/01:00006003

Organization unit

Faculty of Science

ISBN

80-7080-427-0

Keywords in English

Stereoselectivity; Methylene Lactones; 1;3-Dipolar Cycloaddition
Změněno: 20/5/2003 16:12, doc. RNDr. Ctibor Mazal, CSc.

Abstract

V originále

Alpha-methylene lactones added stereoselectively various kinds of 1,3-dipolar compounds. Spiro pyrrolidines and spiro pyrrolizidines were prepared by addition of azomethin ylides generated from sarcosin and prolin resp. Cycloaddition of a photochemically generated nitril ylide showed an unusual exo-selectivity. Alpha-methylene-gamma-lactone with a bulky substituent (OBO) in gamma position, which was prepared as a single enantiomer from L-glutamic acid, added 1,3-dipolar compounds in anti-manner almost exclusively.

Links

MSM 143100011, plan (intention)
Name: Struktura a vazebné poměry, vlastnosti a analýza syntetických a přírodních molekulových ansamblů
Investor: Ministry of Education, Youth and Sports of the CR, Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles