Selective Synthesis of Optically Active Allenic and Homopropargylic Alcohols from Propargyl Chloride.

ChemInform ◽  
2003 ◽  
Vol 34 (14) ◽  
Author(s):  
Makoto Nakajima ◽  
Makoto Saito ◽  
Shunichi Hashimoto
Keyword(s):  
Optically Active ◽  
Selective Synthesis ◽  
Homopropargylic Alcohols

Selective synthesis of optically active allenic and homopropargylic alcohols from propargyl chloride

2002 ◽  
Vol 13 (22) ◽  
pp. 2449-2452 ◽  
Author(s):  
Makoto Nakajima ◽  
Makoto Saito ◽  
Shunichi Hashimoto
Keyword(s):  
Optically Active ◽  
Selective Synthesis ◽  
Homopropargylic Alcohols

Chemoenzymatic Synthesis of Optically Active Heterocyclic Homoallylic and Homopropargylic Alcohols.

ChemInform ◽  
2003 ◽  
Vol 34 (19) ◽  
Author(s):  
Satwinder Singh ◽  
Subodh Kumar ◽  
Swapandeep Singh Chimni
Keyword(s):  
Optically Active ◽  
Chemoenzymatic Synthesis ◽  
Homopropargylic Alcohols

Syntheses and reactions of optically active α-aminoallenylstannanes and α-aminopropargylboranes

2006 ◽  
Vol 78 (2) ◽  
pp. 333-339 ◽  
Author(s):  
Louis S. Hegedus ◽  
Peter Ranslow ◽  
Michal Achmatowicz ◽  
Cristobal de los Rios ◽  
Christopher Hyland ◽  
...  
Keyword(s):  
Amino Acids ◽  
Optically Active ◽  
Similar Reaction ◽  
Efficient Synthesis ◽  
Homopropargylic Alcohols

An efficient synthesis of α-aminoallenylstannane from propargyloxazolidinone has been developed. It undergoes reaction with aldehydes to give homopropargylic alcohols with high syn selectivity. Epoxides undergo a similar reaction preceded by rearrangement to the aldehyde. These alcohols were used in the synthesis of β-amino acids, azasugars, and deoxyaminohexoses. Imines underwent reaction with this stannane to give 1,2-diamines. The related propargylborane reacts with aldehydes to produce allenyl carbinols. The Co2(CO)6 complexes of propargyloxazolidinones were developed as an α-aminopropargyl cation equivalent.

Chemoenzymatic synthesis of optically active heterocyclic homoallylic and homopropargylic alcohols

2002 ◽  
Vol 13 (24) ◽  
pp. 2679-2687 ◽  
Author(s):  
Satwinder Singh ◽  
Subodh Kumar ◽  
Swapandeep Singh Chimni
Keyword(s):  
Optically Active ◽  
Chemoenzymatic Synthesis ◽  
Homopropargylic Alcohols
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