Synthesis of optically active .beta.,.gamma.-epoxy alcohols and secondary allylic alcohols via diastereoselective addition of .alpha.-(trimethylsilyl)-.alpha.,.beta.-epoxy aldehydes with organometallic compounds

Yoshiyuki Takeda; Takashi Matsumoto; Fumie Sato

doi:10.1021/jo00374a047

Synthesis of optically active .beta.,.gamma.-epoxy alcohols and secondary allylic alcohols via diastereoselective addition of .alpha.-(trimethylsilyl)-.alpha.,.beta.-epoxy aldehydes with organometallic compounds

The Journal of Organic Chemistry ◽

10.1021/jo00374a047 ◽

1986 ◽

Vol 51 (24) ◽

pp. 4728-4731 ◽

Cited By ~ 34

Author(s):

Yoshiyuki Takeda ◽

Takashi Matsumoto ◽

Fumie Sato

Keyword(s):

Organometallic Compounds ◽

Optically Active ◽

Allylic Alcohols ◽

Diastereoselective Addition ◽

Alpha Beta ◽

Epoxy Alcohols

Download Full-text

ChemInform Abstract: Synthesis of Optically Active β,γ-Epoxy Alcohols and Secondary Allylic Alcohols via Diastereoselective Addition of α-Trimethylsilyl-α,β-epoxy Aldehydes with Organometallic Compounds.

ChemInform ◽

10.1002/chin.198724145 ◽

1987 ◽

Vol 18 (24) ◽

Author(s):

Y. TAKEDA ◽

T. MATSUMOTO ◽

F. SATO

Keyword(s):

Organometallic Compounds ◽

Optically Active ◽

Allylic Alcohols ◽

Diastereoselective Addition ◽

Epoxy Alcohols

Download Full-text

ChemInform Abstract: Synthesis of Optically Active γ-Cyano β,γ-Epoxy Alcohols and Secondary γ-Cyano Allylic Alcohols.

ChemInform ◽

10.1002/chin.199207093 ◽

2010 ◽

Vol 23 (7) ◽

pp. no-no

Author(s):

I. YAMAKAWA ◽

H. URABE ◽

Y. KOBAYASHI ◽

F. SATO

Keyword(s):

Optically Active ◽

Allylic Alcohols ◽

Epoxy Alcohols

Download Full-text

.alpha.,.beta.-Epoxy sulfoxides as useful intermediates in organic synthesis. 21. A novel approach to the asymmetric synthesis of epoxides, allylic alcohols, .alpha.-amino ketones, and .alpha.-amino aldehydes from carbonyl compounds through .alpha.,.beta.-epoxy sulfoxides using the optically active p-tolylsulfinyl group to induce chirality

The Journal of Organic Chemistry ◽

10.1021/jo00274a032 ◽

1989 ◽

Vol 54 (13) ◽

pp. 3130-3136 ◽

Cited By ~ 97

Author(s):

Tsuyoshi Satoh ◽

Teruhiko Oohara ◽

Yoshiko Ueda ◽

Koji Yamakawa

Keyword(s):

Asymmetric Synthesis ◽

Organic Synthesis ◽

Carbonyl Compounds ◽

Optically Active ◽

Allylic Alcohols ◽

Amino Aldehydes ◽

Novel Approach ◽

Alpha Beta

Download Full-text

Synthesis of optically active γ-cyano-β, γ-epoxy alcohols and secondary γ-cyano allylic alcohols

Tetrahedron Letters ◽

10.1016/s0040-4039(00)78904-0 ◽

1991 ◽

Vol 32 (18) ◽

pp. 2045-2048 ◽

Cited By ~ 19

Author(s):

Isao Yamakawa ◽

Hirokazu Urabe ◽

Yuichi Kobayashi ◽

Fumie Sato

Keyword(s):

Optically Active ◽

Allylic Alcohols ◽

Epoxy Alcohols

Download Full-text

Selective oxidation of alcohol function in allylic alcohols to .alpha.,.beta.-unsaturated carbonyl compounds catalyzed by zirconocene complexes

The Journal of Organic Chemistry ◽

10.1021/jo00231a006 ◽

1987 ◽

Vol 52 (22) ◽

pp. 4855-4859 ◽

Cited By ~ 22

Author(s):

Tatsuya Nakano ◽

Yasutaka Ishii ◽

Masaya Ogawa

Keyword(s):

Selective Oxidation ◽

Carbonyl Compounds ◽

Allylic Alcohols ◽

Alpha Beta

Download Full-text

Synthesis of optically active γ-trimethylsilyl-β,γ-epoxy tertiary alcohols by the diastereoselective addition reaction of β-trimethylsilyl-α,β-epoxyketones with Grignard reagents

Tetrahedron Letters ◽

10.1016/s0040-4039(00)93556-1 ◽

1991 ◽

Vol 32 (41) ◽

pp. 5789-5792 ◽

Cited By ~ 11

Author(s):

Sentaro Okamoto ◽

Hiromi Tsujiyama ◽

Toshiharu Yoshino ◽

Fumie Sato

Keyword(s):

Addition Reaction ◽

Optically Active ◽

Grignard Reagents ◽

Tertiary Alcohols ◽

Diastereoselective Addition

Download Full-text

ChemInform Abstract: Fluorine-Containing Optically Active Allylic Alcohols: Preparation and Claisen Rearrangement as a New Entry to Highly Functionalized Fluorinated Amino Alcohol Derivatives.

ChemInform ◽

10.1002/chin.200014109 ◽

2010 ◽

Vol 31 (14) ◽

pp. no-no

Author(s):

Sheng Peng ◽

Feng-Ling Qing

Keyword(s):

Amino Alcohol ◽

Claisen Rearrangement ◽

Optically Active ◽

Allylic Alcohols ◽

New Entry

Download Full-text

ChemInform Abstract: Synthesis and Reactions of Some Optically Active Epoxides Formally Derived from Tertiary Allylic Alcohols.

ChemInform ◽

10.1002/chin.200135025 ◽

2010 ◽

Vol 32 (35) ◽

pp. no-no

Author(s):

Jamie F. Bickley ◽

Adam T. Gillmore ◽

Stanley M. Roberts ◽

John Skidmore ◽

Alexander Steiner

Keyword(s):

Optically Active ◽

Allylic Alcohols

Download Full-text

ChemInform Abstract: Synthesis of Optically Active β,γ-Unsaturated α-Amino Acids and of α,β-Unsaturated γ-Amino Acids. SN2- vs. SN2′-Dichotomy of the Mitsunobu Amination of Allylic Alcohols

ChemInform ◽

10.1002/chin.199534300 ◽

2010 ◽

Vol 26 (34) ◽

pp. no-no

Author(s):

J. MULZER ◽

G. FUNK

Keyword(s):

Amino Acids ◽

Optically Active ◽

Allylic Alcohols

Download Full-text

Larger scale preparation of optically-active allylic alcohols

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/p19930000399 ◽

1993 ◽

pp. 399 ◽

Cited By ~ 19

Author(s):

Ethnie Balmer ◽

Andrew Germain ◽

William P. Jackson ◽

Barry Lygo

Keyword(s):

Optically Active ◽

Allylic Alcohols ◽

Scale Preparation

Download Full-text