Geminal Acylation with Methyl-Substituted Analogues of 1,2-Bis[(trimethylsilyl)oxy]cyclobutene

1997 ◽  
Vol 62 (25) ◽  
pp. 8722-8729 ◽  
Author(s):  
Sheldon N. Crane ◽  
Tracy J. Jenkins ◽  
D. Jean Burnell
Keyword(s):  
Geminal Acylation

ChemInform Abstract: Geminal Acylation with Methyl-Substituted Analogues of 1,2-Bis[(trimethylsilyl)oxy]cyclobutene.

ChemInform ◽  
2010 ◽  
Vol 29 (18) ◽  
pp. no-no
Author(s):  
S. N. CRANE ◽  
T. J. JENKINS ◽  
D. J. BURNELL
Keyword(s):  
Geminal Acylation

Diverse carbocyclic systems using geminal acylation as a key process

2007 ◽  
Vol 48 (46) ◽  
pp. 8185-8188 ◽  
Author(s):  
Fuye Gao ◽  
D. Jean Burnell
Keyword(s):  
Geminal Acylation

Ring expansion and cleavage of succinoin derivatives. Geminal acylation, reductive succinoylation, and stereoselective spiro annelation methods

1984 ◽  
Vol 106 (6) ◽  
pp. 1759-1773 ◽  
Author(s):  
Junichi Shimada ◽  
Koichi Hashimoto ◽  
Byeang Hyean Kim ◽  
Eiichi Nakamura ◽  
Isao Kuwajima
Keyword(s):  
Ring Expansion ◽  
Geminal Acylation

ChemInform Abstract: Two Rearrangement Pathways in the Geminal Acylation of 2-Methoxyoxazolidines Leading to Substituted 1,4-Oxazines.

ChemInform ◽  
2015 ◽  
Vol 46 (27) ◽  
pp. no-no
Author(s):  
Jonathan R. Moulins ◽  
Jeremy A. Hughes ◽  
Lauren E. Doyle ◽  
T. Stanley Cameron ◽  
D. Jean Burnell
Keyword(s):  
Geminal Acylation

First intramolecular geminal acylation: synthesis of bridged bicyclic diketones

2001 ◽  
Vol 42 (29) ◽  
pp. 4779-4781 ◽  
Author(s):  
Angela N Blanchard ◽  
D.Jean Burnell
Keyword(s):  
Geminal Acylation

Assembly of tricyclic compounds that include the spiro[4.4]nonane subunit

1997 ◽  
Vol 75 (6) ◽  
pp. 656-664 ◽  
Author(s):  
Pei-Ying Liu ◽  
Yong-Jin Wu ◽  
D. Jean Burnell
Keyword(s):  
Double Bond ◽  
Lewis Acid ◽  
Aldol Reaction ◽  
Tricyclic Compounds ◽  
Acid Catalyzed ◽  
Cyclohexenone Derivatives ◽  
Geminal Acylation

Spiroannulation of ketals derived from unsaturated cyclohexenone derivatives by the Lewis acid-catalyzed reaction of 1,2-bis((trimethylsilyl)oxy)cyclobutene 5 led to spiro[4.5]decene-diones 9 and 30. These were transformed into spiro[4.4]nonene derivatives 25 and 35/36 via similar sequences involving ozonolysis and aldol ring reclosure. Reduction of an annular double bond allowed facile closure of a third ring, also by an aldol reaction. This work led to a single oxygenated angular triquinane 28 from 9, and to the tricyclo[6.2.1.01,5]undecane derivative 41 from 30. An oxatricyclo[5.3.1.01,5]undecane derivative 19 was also obtained from 9. Keywords: spiroannulation, geminal acylation, sesquiterpene synthesis.

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