Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks

Chris H. Senanayake; Robert D. Larsen; Timothy J. Bill; Ji Liu; Edward G. Corley; Paul J. Reider

doi:10.1055/s-1994-22793

Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks

Chris H. Senanayake, Robert D. Larsen, Timothy J. Bill, Ji Liu, Edward G. Corley, Paul J. Reider

Research output: Contribution to journal › Article › peer-review

32 Scopus citations

Abstract

The extremely useful chiral building blocks 3-hydroxy-2-alkylpropionates 8 are prepared in either S or R eantiomeric form via the diastereoselective addition of chiral alcohols to arylketenes 4 and the manipulation of the resultant chiral 2-arylaliphatic esters 5 and 6. Application of this methodology to the asymmetric syntheses of 3-mercapto-2-alkylpropionates (9) and (S)-(-)-paraconic acid (3) is described.

Original language	English (US)
Pages (from-to)	199-200
Number of pages	2
Journal	Synlett
Volume	1994
Issue number	3
DOIs	https://doi.org/10.1055/s-1994-22793
State	Published - Mar 1 1994
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1055/s-1994-22793

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title = "Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks",

abstract = "The extremely useful chiral building blocks 3-hydroxy-2-alkylpropionates 8 are prepared in either S or R eantiomeric form via the diastereoselective addition of chiral alcohols to arylketenes 4 and the manipulation of the resultant chiral 2-arylaliphatic esters 5 and 6. Application of this methodology to the asymmetric syntheses of 3-mercapto-2-alkylpropionates (9) and (S)-(-)-paraconic acid (3) is described.",

author = "Senanayake, {Chris H.} and Larsen, {Robert D.} and Bill, {Timothy J.} and Ji Liu and Corley, {Edward G.} and Reider, {Paul J.}",

year = "1994",

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doi = "10.1055/s-1994-22793",

language = "English (US)",

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T1 - Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks

AU - Senanayake, Chris H.

AU - Larsen, Robert D.

AU - Bill, Timothy J.

AU - Liu, Ji

AU - Corley, Edward G.

AU - Reider, Paul J.

PY - 1994/3/1

Y1 - 1994/3/1

N2 - The extremely useful chiral building blocks 3-hydroxy-2-alkylpropionates 8 are prepared in either S or R eantiomeric form via the diastereoselective addition of chiral alcohols to arylketenes 4 and the manipulation of the resultant chiral 2-arylaliphatic esters 5 and 6. Application of this methodology to the asymmetric syntheses of 3-mercapto-2-alkylpropionates (9) and (S)-(-)-paraconic acid (3) is described.

AB - The extremely useful chiral building blocks 3-hydroxy-2-alkylpropionates 8 are prepared in either S or R eantiomeric form via the diastereoselective addition of chiral alcohols to arylketenes 4 and the manipulation of the resultant chiral 2-arylaliphatic esters 5 and 6. Application of this methodology to the asymmetric syntheses of 3-mercapto-2-alkylpropionates (9) and (S)-(-)-paraconic acid (3) is described.

UR - http://www.scopus.com/inward/record.url?scp=0002450059&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0002450059&partnerID=8YFLogxK

U2 - 10.1055/s-1994-22793

DO - 10.1055/s-1994-22793

M3 - Article

AN - SCOPUS:0002450059

SN - 0936-5214

VL - 1994

SP - 199

EP - 200

JO - Synlett

JF - Synlett

IS - 3

ER -

Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks

Abstract

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