ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of 1,4-Pentadien-3-ones, 13. - Stereoselective Additions to Distyryl SulfonesThe double nucleophilic addition of methylene compounds some activated by cyano groups NC—CH2—X(X = CN, COOR, CONH2)to stereoisomers 1 or 10 of distyryl sulfones with basic catalysts results in selective formation of 4ax-cyanothiane 1, 1-dioxides 3, 7, 8 und 9. These compounds likewise react selectively; however, all reactions occur at the equatorial group at C-4, although access to these groups seems to be hindered by two neighbouring aryl groups.
Notes:
Bei basisch katalysierten, nucleophilen, doppelten Additionen verschiedener durch Nitrilgruppen aktivierter Methylenverbindungen NC—CH2—X(X = CN, COOR, CONH2)an die stereoisomeren Distyrylsulfone 1 oder 10 entstehen selektiv die 4ax-Cyanthian-1,1-dioxide 3, 7, 8 und 9. Reaktionen diese Verbindungen verlaufen ebenfalls selektiv, jedoch an der äquatorialen Gruppe an C-4, obwohl diese Gruppen durch zwei benachbarte äquatoriale Arylreste relativ stark abgeschirmt werden.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.197719770911
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