Preparation of Spirocyclic Vinylic Carbonates from Allylic Alcohols

We present the synthesis of exo- and endo-spirovinylethylene carbonates, starting from various cyclic allylic alcohols. This one-pot cascade reaction to the spirocyclic scaffold was optimized using a design of experiments approach. The introduction of spirovinylethylene carbonates broadens the scope...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 26; no. 3; pp. 577 - 580
Main Authors Topp, Christopher, Metzler, Jan M., Dressler, Friedemann, Niedek, Dominik, Schuler, Sören M. M., Schreiner, Peter R.
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 26.01.2024
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TRANSFORMATION
CYCLOADDITION
ORGANIC CARBONATES
GLYCEROL CARBONATE
RULES
VINYLETHYLENE CARBONATES
Online AccessGet full text

Cover

More Information
Summary:We present the synthesis of exo- and endo-spirovinylethylene carbonates, starting from various cyclic allylic alcohols. This one-pot cascade reaction to the spirocyclic scaffold was optimized using a design of experiments approach. The introduction of spirovinylethylene carbonates broadens the scope of using these in catalytic applications and provides an easy synthetic entry into spirocyclic scaffolds of various ring sizes.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c03253