Formal Enantioselective [4 + 3] Cycloaddition by a Tandem Diels—Alder Reaction/Ring Expansion.

ChemInform ◽  
2007 ◽  
Vol 38 (12) ◽  
Author(s):  
Xing Dai ◽  
Huw M. L. Davies
2004 ◽  
Vol 6 (26) ◽  
pp. 4993-4995 ◽  
Author(s):  
Yibin Zeng ◽  
D. Srinivasa Reddy ◽  
Erin Hirt ◽  
Jeffrey Aubé

1992 ◽  
Vol 70 (5) ◽  
pp. 1375-1384 ◽  
Author(s):  
Tse-Lok Ho ◽  
Wen-Lung Yeh ◽  
John Yule ◽  
Hsing-Jang Liu

A formal synthesis of longifolene in racemic form is concluded starting from the Diels–Alder reaction of 6,6-di-methylfulvene and maleic anhydride. Key steps are cyclodehydration, conjugate methylation, and ring expansion.


1976 ◽  
Vol 54 (12) ◽  
pp. 1991-1993 ◽  
Author(s):  
Edward G. Breitholle ◽  
Alex G. Fallis

A total synthesis of racemic cedrol and cedrene is described in which a key step is the intramolecular Diels–Alder reaction of alkyl cyclopentadiene 3 to give the tricyclic olefin 4. Oxidation of this material followed by ring expansion gives cedrone (6) which is converted to the sesquiterpenes. Modification of the functionality of the starting materials will permit the application of this general route to diverse tricyclic systems.


ChemInform ◽  
2005 ◽  
Vol 36 (17) ◽  
Author(s):  
Yibin Zeng ◽  
D. Srinivasa D. Reddy ◽  
Erin Hirt ◽  
Jeffrey Aube

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo

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