Stereocontrolled asymmetric synthesis of mollebenzylanols A and B using Claisen rearrangements

Tetrahedron ◽  
2021 ◽  
pp. 131958
Author(s):  
Yuichiro Kawamoto ◽  
Fuka Karube ◽  
Toyoharu Kobayashi ◽  
Hisanaka Ito
Keyword(s):  
Asymmetric Synthesis ◽  
Claisen Rearrangements

Diastereoselective Ireland–Claisen rearrangements of substituted allyl β-amino esters: applications in the asymmetric synthesis of C(5)-substituted transpentacins

2014 ◽  
Vol 12 (17) ◽  
pp. 2702 ◽  
Author(s):  
Stephen G. Davies ◽  
Ai M. Fletcher ◽  
James A. Lee ◽  
Paul M. Roberts ◽  
Myriam Y. Souleymanou ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Claisen Rearrangements ◽  
Amino Esters

ChemInform Abstract: Diastereoselective Ireland-Claisen Rearrangements of Substituted Allyl β-Amino Esters: Applications in the Asymmetric Synthesis of C(5)-Substituted Transpentacins.

ChemInform ◽  
2014 ◽  
Vol 45 (40) ◽  
pp. no-no
Author(s):  
Stephen G. Davies ◽  
Ai M. Fletcher ◽  
James A. Lee ◽  
Paul M. Roberts ◽  
Myriam Y. Souleymanou ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Claisen Rearrangements ◽  
Amino Esters

scholarly journals Asymmetric Synthesis of (−)-6-Desmethyl-Fluvirucinine A1 via Conformationally-Controlled Diastereoselective Lactam-Ring Expansions

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2351 ◽  
Author(s):  
Hyunyoung Moon ◽  
Hojong Yoon ◽  
Changjin Lim ◽  
Jaebong Jang ◽  
Jong-Jae Yi ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Step Process ◽  
Claisen Rearrangements ◽  
Ring Expansions ◽  
Lactam Ring

The versatile synthesis of (−)-6-desmethyl-fluvirucinine A1 was accomplished at a 24% overall yield through a thirteen-step process from a known vinylpiperidine. The key part involved the elaboration of the distal stereocenters and a macrolactam skeleton via conformationally-induced diastereocontrol and the iterative aza-Claisen rearrangements of lactam precursors.

Sign in / Sign up

Export Citation Format

Share Document