Enantioselective Pummerer-type rearrangement by reaction of O-silylated ketene acetal with enantiopure α-substituted sulfoxides

1997 ◽  
pp. 1763-1768 ◽  
Author(s):  
Yasuyuki Kita ◽  
Norio Shibata ◽  
Seiji Fukui ◽  
Masahiko Bando ◽  
Shigekazu Fujita
Keyword(s):  
Ketene Acetal

Reactions of polar dienes with o-quinones

1989 ◽  
Vol 67 (8) ◽  
pp. 1354-1358 ◽  
Author(s):  
Jacques Paquet ◽  
Paul Brassard
Keyword(s):  
The Other ◽  
Other Hand ◽  
Wide Range ◽  
Ketene Acetal

The behaviour of various types of polar dienes towards halogenated ortho quinones has been investigated in a number of representative cases. As compared to the commonly used para analogues, o-quinones provide a wide range of products that indicate a keener response to the nature, number, and position of substituents on both reactants. 3-Halogenated-o-naphthoquinones 1 and 2 react smoothly with a representative vinologous ketene acetal 3, vinylketene acetals 4 and 5, and a monooxygenated diene 6 to provide variously substituted phenanthrenequinones 7–11. Only monooxygenated dienes on the other hand add to o-benzoquinones 14–16 and give convenient syntheses of the corresponding o-naphthoquinones 18–20. Keywords: cycloaddition, o-naphthoquinones, phenanthrenequinones, regiospecificity.

scholarly journals A ring to rule them all: a cyclic ketene acetal comonomer controls the nitroxide-mediated polymerization of methacrylates and confers tunable degradability

2015 ◽  
Vol 51 (64) ◽  
pp. 12847-12850 ◽  
Author(s):  
Vianney Delplace ◽  
Elise Guégain ◽  
Simon Harrisson ◽  
Didier Gigmes ◽  
Yohann Guillaneuf ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Methyl Ether ◽  
Ketene Acetal ◽  
Nitroxide Mediated Polymerization ◽  
Glycol Methyl Ether

2 Methylene-4-phenyl-1,3-dioxolane (MPDL) was used as a controlling comonomer in NMP with oligo(ethylene glycol) methyl ether methacrylate (MeOEGMA) to prepare well-defined and degradable PEG-based P(MeOEGMA-co-MPDL) copolymers.

Enantiomerically pure, crystalline ‘anti’-aldols from N-acylbornanesultams: aldolization and structure of intermediate t-butyldimethylsilyl-N,O-ketene acetal.

1991 ◽  
Vol 32 (1) ◽  
pp. 61-64 ◽  
Author(s):  
Wolfgang Oppolzer ◽  
Christian Starkemann ◽  
Inès Rodriguez ◽  
Gérald Bernardinelli
Keyword(s):  
Enantiomerically Pure ◽  
Ketene Acetal

scholarly journals Functionalization of N-tosyl-2-pyridinone with silyl ketene acetal catalyzed by Lewis acid, and synthetic studies of corynantheidol

ARKIVOC ◽  
2003 ◽  
Vol 2003 (8) ◽  
pp. 232-246 ◽  
Author(s):  
Kou Hiroya ◽  
Rumi Jouka ◽  
Osamu Katoh ◽  
Takashi Sakuma ◽  
Michiko Anzai ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Ketene Acetal ◽  
Synthetic Studies

Spontaneous polymerization mechanism of electron-accepting substituted quinodimethane with vinyl ether and cyclic ketene acetal

2004 ◽  
Vol 42 (15) ◽  
pp. 3800-3811 ◽  
Author(s):  
Yukihiro Mitsuda ◽  
Takashige Fujikawa ◽  
Katsumi Nakasaka ◽  
Takahiro Uno ◽  
Masataka Kubo ◽  
...  
Keyword(s):  
Vinyl Ether ◽  
Polymerization Mechanism ◽  
Spontaneous Polymerization ◽  
Ketene Acetal

ChemInform Abstract: THE CHEMISTRY OF O-SILYLATED KETENE ACETAL; PUMMERER REARRANGEMENT OF SULFOXIDES INTO α-SILOXY SULFIDES

1985 ◽  
Vol 16 (6) ◽  
Author(s):  
Y. KITA ◽  
H. YASUDA ◽  
O. TAMURA ◽  
F. ITOH ◽  
Y. TAMURA
Keyword(s):  
Ketene Acetal
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