Enantioselective alkylation of ketones via chiral, nonracemic lithioenamines. An asymmetric synthesis of .alpha.-alkyl and .alpha.,.alpha.'-dialkyl cyclic ketones

Herein, we report the asymmetric synthesis of chiral azides possessing an α-quaternary stereocenter via chiral phosphoric acid catalysed direct enantioselective Mannich reactions of α-azido cyclic ketones with aldimines.

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ChemInform Abstract: Catalytic Asymmetric Synthesis of Optically Active Secondary Alcohols Deuterated on the Secondary Carbon by the Enantioselective Alkylation of Aldehydes.

ChemInform ◽

10.1002/chin.199239062 ◽

2010 ◽

Vol 23 (39) ◽

pp. no-no

Author(s):

K. SOAI ◽

Y. HIROSE ◽

S. SAKATA

Keyword(s):

Asymmetric Synthesis ◽

Optically Active ◽

Secondary Alcohols ◽

Catalytic Asymmetric Synthesis ◽

Catalytic Asymmetric ◽

Enantioselective Alkylation ◽

Secondary Carbon

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Stereoselective reactions. 30. Enantioselective alkylation of the lithium enolates of six-membered cyclic ketones using tetradentate chiral amines in the presence of lithium bromide

Tetrahedron ◽

10.1016/s0040-4020(98)00009-x ◽

1998 ◽

Vol 54 (11) ◽

pp. 2449-2458 ◽

Cited By ~ 28

Author(s):

Masatoshi Murakata ◽

Tatsuro Yasukata ◽

Takumi Aoki ◽

Makoto Nakajima ◽

Kenji Koga

Keyword(s):

Lithium Bromide ◽

Chiral Amines ◽

Cyclic Ketones ◽

Lithium Enolates ◽

Stereoselective Reactions ◽

Enantioselective Alkylation

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ChemInform Abstract: Asymmetric Synthesis of α,α-Disubstituted α-Amino Acids via Enantioselective Alkylation of Azlactones under Biphasic Conditions Using P-Spiro Chiral Tetraaminophosphonium Salts as a Phase-Transfer Catalyst.

ChemInform ◽

10.1002/chin.200928171 ◽

2009 ◽

Vol 40 (28) ◽

Author(s):

Daisuke Uraguchi ◽

Yoshihiro Asai ◽

Yuki Seto ◽

Takashi Ooi

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Phase Transfer ◽

Phase Transfer Catalyst ◽

Enantioselective Alkylation

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Catalytic Asymmetric Synthesis of Optically Active Secondary Alcohols Deuterated on the Secondary Carbon by the Enantioselective Alkylation of Aldehydes

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.65.1734 ◽

1992 ◽

Vol 65 (6) ◽

pp. 1734-1735 ◽

Cited By ~ 8

Author(s):

Kenso Soai ◽

Yuji Hirose ◽

Shuichi Sakata

Keyword(s):

Asymmetric Synthesis ◽

Optically Active ◽

Secondary Alcohols ◽

Catalytic Asymmetric Synthesis ◽

Catalytic Asymmetric ◽

Enantioselective Alkylation ◽

Secondary Carbon

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A New Synthesis, Including Asymmetric Synthesis, of Spiro[4.n]alkenones from Three Components: Cyclic Ketones, Chloromethyl p-Tolyl Sulfoxide, and Acetonitrile and a Formal Total Synthesis of Racemic Acorone (XXIV).

ChemInform ◽

10.1002/chin.200412042 ◽

2004 ◽

Vol 35 (12) ◽

Author(s):

Tsuyoshi Satoh ◽

Tadashi Kawashima ◽

Satoru Takahashi ◽

Ken Sakai

Keyword(s):

Total Synthesis ◽

Asymmetric Synthesis ◽

Cyclic Ketones ◽

New Synthesis ◽

Three Components

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