New Camphor-Derived Selenonium Ylides: Enantioselective Synthesis of Chiral Epoxides

2005 ◽  
Vol 58 (10) ◽  
pp. 749 ◽  
Author(s):  
Xin-Liang Li ◽  
Yi Wang ◽  
Zhi-Zhen Huang
Keyword(s):  
Enantioselective Synthesis ◽  
One Pot ◽  
Chiral Epoxides ◽  
Optically Pure

Optically pure selenonium salts 3 as the precursors of two new chiral selenonium ylides 4 can be synthesized stereoselectively from natural d-camphor in good yields. It is found that the reaction of the selenonium salt 3b, an aldehyde, and potassium tert-butoxide can take place smoothly in ‘one-pot’ via the formation of selenonium ylide 4b, to give chiral trans-diaryl epoxides 5 in good yields with good diastereoselectivities and enantioselectivities.

An Efficient Organocatalysis: A One-Pot Highly Enantioselective Synthesis of α-Aminophosphonates

2013 ◽  
Vol 2013 (24) ◽  
pp. 5509-5516 ◽  
Author(s):  
Prashant B. Thorat ◽  
Santosh V. Goswami ◽  
Rupali L. Magar ◽  
Bhagwan R. Patil ◽  
Sudhakar R. Bhusare
Keyword(s):  
Enantioselective Synthesis ◽  
One Pot

scholarly journals Chiral Epoxides via Borane Reduction of 2-Haloketones Catalyzed by Spiroborate Ester: Application to the Synthesis of Optically Pure 1,2-Hydroxy Ethers and 1,2-Azido Alcohols

2011 ◽  
Vol 76 (6) ◽  
pp. 1883-1886 ◽  
Author(s):  
Kun Huang ◽  
Haiyang Wang ◽  
Viatcheslav Stepanenko ◽  
Melvin De Jesús ◽  
Carilyn Torruellas ◽  
...  
Keyword(s):  
Chiral Epoxides ◽  
Borane Reduction ◽  
Optically Pure

scholarly journals One-pot synthesis of (R)-convolutamydine A involving in situ chiral organocatalyst formation

2015 ◽  
Vol 2 (1) ◽  
Author(s):  
Shengwei Wei ◽  
Bernhard Schmid ◽  
Fliur Z. Macaev ◽  
Serghei N. Curlat ◽  
Andrei V. Malkov ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
Synthetic Strategy

Abstract The application of a convenient one-pot synthetic strategy, utilizing an in situ formed organocatalyst, to the enantioselective synthesis of anti-leukaemia agent (R)-convolutamydine A has been demonstrated.

scholarly journals Intramolecular asymmetric reductive amination: synthesis of enantioenriched dibenz[c,e]azepines

2019 ◽  
Vol 10 (8) ◽  
pp. 2473-2477 ◽  
Author(s):  
Tao Yang ◽  
Xiaochong Guo ◽  
Qin Yin ◽  
Xumu Zhang
Keyword(s):  
Reductive Amination ◽  
Enantioselective Synthesis ◽  
One Pot

An enantioselective synthesis of dibenz[c,e]azepines containing both central and axial chiralities through a one pot N-Boc deprotection/intramolecular asymmetric reductive amination sequence has been achieved with generally excellent enantiocontrol (up to 97% ee).

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