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Asymmetric Catalysis by Vitamin B 12 : The isomerization of achiral cyclopropanes to optically active olefins
Author(s) -
Troxler Thomas,
Scheffold Rolf
Publication year - 1994
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19940770502
Subject(s) - chemistry , isomerization , optically active , catalysis , yield (engineering) , organic chemistry , medicinal chemistry , stereochemistry , materials science , metallurgy
Achiral spiroactivated cyclopropanes are isomerized to optically active ( R )‐(cycloalk‐2‐enyl)‐ Meldrum 's acids ( = ( R )‐5‐(cycloalk‐2‐enyl)‐2,2‐dimethyl‐1,3‐dioxane‐4,6‐diones) in high yield and ee's up to 86% by catalytic amounts of cob(I)alamin in polar protic solvents.