ChemInform Abstract: Ring Closing Metathesis for the Asymmetric Synthesis of (S)-Homopipecolic Acid (V), (S)-Homoproline (VII) and (S)-Coniine (XIII).

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
Keyword(s):  
Asymmetric Synthesis ◽  
Ring Closing Metathesis

Asymmetric synthesis of cyclic β-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis

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 ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Conjugate Addition ◽  
Ring Closing Metathesis ◽  
Cyclic Amines

Tandem allylboration-ring-closing metathesis reactions for the preparation of biologically active molecules

2003 ◽  
Vol 75 (9) ◽  
pp. 1263-1275 ◽  
Author(s):  
P. Veeraraghavan Ramachandran ◽  
M. Venkat Ram Reddy ◽  
Herbert C. Brown
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Asymmetric Synthesis ◽  
Biologically Active ◽  
Cyclic Ethers ◽  
Ring Closing Metathesis ◽  
The Past ◽  
Metathesis Reactions

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.

scholarly journals Asymmetric Synthesis of ( - )-Swainsonine

2004 ◽  
Vol 57 (7) ◽  
pp. 669 ◽  
Author(s):  
Karl B. Lindsay ◽  
Stephen G. Pyne
Keyword(s):  
Asymmetric Synthesis ◽  
Metathesis Reaction ◽  
Ring Closing Metathesis ◽  
New Synthesis

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.

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