Asymmetric induction reactions. I. Asymmetric (2,3) sigmatropic rearrangements of sulfur ylides derived from chiral ketenimines and trimethylsulfonium ylide.
نویسندگان
چکیده
منابع مشابه
Catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfur ylides generated from copper(I) carbenoids and allyl sulfides.
Catalytic asymmetric sulfur ylide [2,3]-sigmatropic rearrangement of carbenoids generated from aryldiazoacetates has been investigated with a number of chiral Rh(II) and Cu(I) catalysts, and moderately high enantioselectivity (52-78% ee) can be achieved with Cu(MeCN)(4)PF(6)/2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline].
متن کاملCatalytic asymmetric [2,3] sigmatropic rearrangement of sulfur ylides generated from carbenoids and propargyl sulfides
Catalytic asymmetric [2,3] sigmatropic rearrangement of sulfur ylides generated from aryldiazoacetates and propargyl sulfides with a number of chiral Rh(II) and Cu(I) catalysts have been investigated and moderately high enantioselectivities (up to 81% ee) have been achieved. © 2003 Elsevier Science Ltd. All rights reserved.
متن کاملRecent Advances in Asymmetric [3,3]-Sigmatropic Rearrangements
Synthesis 2003, No. 7, Print: 20 05 2003. Art Id.1437-210X,E;2003,0,07,0961,1008,ftx,en;E08002SS.pdf. © Georg Thieme Verlag Stuttgart · New York Abstract: The synthesis of new complex structures is still a challenge in preparative organic chemistry. Focusing on the generation of defined stereogenic centers, the [3,3]-sigmatropic rearrangements are known as reliable reactions. Always, a highly o...
متن کاملAsymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylides.
An asymmetric Lewis acid-mediated [2,3]-sigmatropic rearrangement of allylic amines has been developed, affording the corresponding homoallylic amines in good yield and excellent enantioselectivities. The rearrangement proceeds by complexation of the chiral Lewis acid to the amine followed by deprotonation and rearrangement.
متن کاملA highly efficient methodology of asymmetric epoxidation based on a novel chiral sulfur ylide.
A new type of chiral sulfur ylides has been synthesized and their reactivities against carbonyl compounds tested, showing a high degree of stereoselectivity in the formation of trans epoxy amides under very mild reaction conditions.
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1985
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.33.2331