1,5-Asymmetric induction in addition reaction of aldehydes with chiral allyltitaniums having an amino group at the stereogenic center. Synthesis of optically active 2,6-cis-disubstituted piperidines

1998 ◽  
Vol 39 (38) ◽  
pp. 6927-6930 ◽  
Author(s):  
Teng Xin ◽  
Sentaro Okamoto ◽  
Fumie Sato
Keyword(s):  
Addition Reaction ◽  
Optically Active ◽  
Asymmetric Induction ◽  
Amino Group ◽  
Stereogenic Center

ChemInform Abstract: CATALYTIC ASYMMETRIC INDUCTION IN OXIDATION REACTIONS. THE SYNTHESIS OF OPTICALLY ACTIVE EPOXIDES

1976 ◽  
Vol 7 (35) ◽  
pp. no-no
Author(s):  
R. HELDER ◽  
J. C. HUMMELEN ◽  
R. W. P. M. LAANE ◽  
J. S. WIERING ◽  
H. WYNBERG
Keyword(s):  
Optically Active ◽  
Asymmetric Induction ◽  
Oxidation Reactions ◽  
Catalytic Asymmetric

Amino Acid Salt Catalyzed Asymmetric Addition Reaction of Acetylacetone to Maleimides and 2-(2-Oxoindolin-3-ylidene)malononitriles

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1241-1245 ◽  
Author(s):  
Haiyan Wu ◽  
Hongxin Liu ◽  
Juan Li ◽  
Xinhua Li ◽  
Hong-Ping Xiao ◽  
...  
Keyword(s):  
Amino Acid ◽  
Addition Reaction ◽  
Optical Purity ◽  
Activation Mechanism ◽  
Amino Group ◽  
Acid Salt ◽  
Natural Amino Acid ◽  
Catalytic Potential ◽  
Amino Acid Salt ◽  
Secondary Amino

The exploration of catalytic potential of natural amino acid salt in activation of 1,3-dicarbonyls was carried out, in which maleimides and 2-(2-oxoindolin-3-ylidene)malononitriles were found to be good electrophiles and afforded the desired products with excellent yield and moderate optical purity. Control experiments showed that the secondary amino group of barium (S)-prolinate is critical to the catalytic activity as well as enantiocontrol, thus revealed an enamine activation mechanism is possible in the present methodology.

A synthetic strategy for tricholomic acid and acivicin

1987 ◽  
Vol 65 (1) ◽  
pp. 195-199 ◽  
Author(s):  
Stephen Hanessian ◽  
Benoit Vanasse
Keyword(s):  
Malic Acid ◽  
Aldol Condensation ◽  
Optically Active ◽  
Asymmetric Induction ◽  
Bond Forming ◽  
Synthetic Strategy

A synthetic strategy towards tricholomic acid and acivicin has been established using the aldol condensation of N-pyruvilideneglycinatoaquocopper(II) and an optically active aldehyde derived from S-malic acid as the key bond-forming reaction. Although a viable strategy was developed, no asymmetric induction was observed.

Sign in / Sign up

Export Citation Format

Share Document