Asymmetric Synthesis of Acyclic 1,3-Amino Alcohols by Reduction ofN-Sulfinyl β-Amino Ketones. Formal Synthesis of (−)-Pinidinol and (+)- Epipinidinol†

2008 ◽  
Vol 73 (24) ◽  
pp. 9619-9626 ◽  
Author(s):  
Franklin A. Davis ◽  
Paul M. Gaspari ◽  
Brad M. Nolt ◽  
Peng Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Alcohols ◽  
Formal Synthesis

Chiral β-Amino Alcohols and Derivatives in the Asymmetric Synthesis of Tetrahydroisoquinolines

ChemInform ◽  
2004 ◽  
Vol 35 (31) ◽  
Author(s):  
Eneritz Anakabe ◽  
Dolores Badia ◽  
Luisa Carrillo ◽  
Efraim Reyes ◽  
Jose L. Vicario
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Alcohols

scholarly journals Catalytic asymmetric formal synthesis of beraprost

2015 ◽  
Vol 11 ◽  
pp. 2654-2660 ◽  
Author(s):  
Yusuke Kobayashi ◽  
Ryuta Kuramoto ◽  
Yoshiji Takemoto
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Subsequent Reduction ◽  
Formal Synthesis ◽  
Michael Adduct ◽  
Catalytic Asymmetric Synthesis ◽  
Weinreb Amide ◽  
Tricyclic Core ◽  
Catalytic Asymmetric

The first catalytic asymmetric synthesis of the key intermediate for beraprost has been achieved through an enantioselective intramolecular oxa-Michael reaction of an α,β-unsaturated amide mediated by a newly developed benzothiadiazine catalyst. The Weinreb amide moiety and bromo substituent of the Michael adduct were utilized for the C–C bond formations to construct the scaffold. All four contiguous stereocenters of the tricyclic core were controlled via Rh-catalyzed stereoselective C–H insertion and the subsequent reduction from the convex face.

Highly Diastereoselective Oxy-Michael Additions of Enantiopureδ-Lactol Anions to Nitroalkenes: Asymmetric Synthesis of 1,2-Amino Alcohols

2003 ◽  
Vol 115 (35) ◽  
pp. 4373-4376 ◽  
Author(s):  
Nicola J. Adderley ◽  
David J. Buchanan ◽  
Darren J. Dixon ◽  
Dramane I. Lainé
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Alcohols ◽  
Michael Additions
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