ChemInform Abstract: Asymmetric Synthesis of Highly Enantioenriched 2-Substituted Piperidines and 6-Substituted Piperidine-2-ones by a Combination Enantioselective Hydrazone Allylation with Ring Closing Metathesis.

ChemInform ◽  
2013 ◽  
Vol 44 (1) ◽  
pp. no-no
Author(s):  
Fengnu Piao ◽  
Mithilesh Kumar Mishra ◽  
Doo Ok Jang
Tetrahedron ◽  
2003 ◽  
Vol 59 (18) ◽  
pp. 3253-3265 ◽  
Author(s):  
Ann M Chippindale ◽  
Stephen G Davies ◽  
Keiji Iwamoto ◽  
Richard M Parkin ◽  
Christian A.P Smethurst ◽  
...  

2003 ◽  
Vol 75 (9) ◽  
pp. 1263-1275 ◽  
Author(s):  
P. Veeraraghavan Ramachandran ◽  
M. Venkat Ram Reddy ◽  
Herbert C. Brown

The development of asymmetric synthesis during the past two decades aided organic chemists considerably in the synthesis of complex natural products. Organoborane chemistry continues to play an important role in asymmetric synthesis. One of the important reactions that has become very common in the arsenal of synthetic chemists is allylboration and related reactions. Another important reaction that has recently attained enormous importance in organic chemistry is the ring-closing metathesis (RCM) reaction. Indeed, a combination of allylboration and RCM reactions provides an excellent route to cyclic ethers, lactones, lactams, etc. Herein, we describe a sequential asymmetric allylboration and RCM reaction protocol that has been utilized for the synthesis of several alpha-pyrone-containing natural products,particularly biologically active molecules.


ChemInform ◽  
2010 ◽  
Vol 33 (44) ◽  
pp. no-no
Author(s):  
Stephen G. Davies ◽  
Keiji Iwamoto ◽  
Christian A. P. Smethurst ◽  
Andrew D. Smith ◽  
Humberto Rodriguez-Solla

2004 ◽  
Vol 57 (7) ◽  
pp. 669 ◽  
Author(s):  
Karl B. Lindsay ◽  
Stephen G. Pyne

This paper describes a new synthesis of (–)-swainsonine via the ring-closing metathesis reaction of a substituted 3-allyl-4-vinyloxazolindin-2-one and subsequent diastereoselective syn-dihydroxylation of the resulting pyrrolo- [1,2-c]oxazol-3-one.


Sign in / Sign up

Export Citation Format

Share Document