Stereoselective Alkylations of Chiral, Phosphorus-Stabilized Benzylic Carbanions

Scott E. Denmark; Roberta L. Dorow

doi:10.1021/jo00311a003

Stereoselective Alkylations of Chiral, Phosphorus-Stabilized Benzylic Carbanions

Scott E. Denmark, Roberta L. Dorow

Chemistry

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

Abstract

: A series of 6-substituted 2-benzyl-3-tert-bu-tyl-1,3,2-oxazaphosphorinanes was prepared in racemic and enantiomerically pure form. The diastereoselectivity of alkylation of the derived anions was examined as a function of ring substitution pattern, base, solvent, electrophile, and enantiomeric composition.

Original language	English (US)
Pages (from-to)	5926-5928
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	55
Issue number	24
DOIs	https://doi.org/10.1021/jo00311a003
State	Published - Nov 1990

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Organic Chemistry

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10.1021/jo00311a003

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title = "Stereoselective Alkylations of Chiral, Phosphorus-Stabilized Benzylic Carbanions",

abstract = ": A series of 6-substituted 2-benzyl-3-tert-bu-tyl-1,3,2-oxazaphosphorinanes was prepared in racemic and enantiomerically pure form. The diastereoselectivity of alkylation of the derived anions was examined as a function of ring substitution pattern, base, solvent, electrophile, and enantiomeric composition.",

author = "Denmark, {Scott E.} and Dorow, {Roberta L.}",

year = "1990",

month = nov,

doi = "10.1021/jo00311a003",

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pages = "5926--5928",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - Stereoselective Alkylations of Chiral, Phosphorus-Stabilized Benzylic Carbanions

AU - Denmark, Scott E.

AU - Dorow, Roberta L.

PY - 1990/11

Y1 - 1990/11

N2 - : A series of 6-substituted 2-benzyl-3-tert-bu-tyl-1,3,2-oxazaphosphorinanes was prepared in racemic and enantiomerically pure form. The diastereoselectivity of alkylation of the derived anions was examined as a function of ring substitution pattern, base, solvent, electrophile, and enantiomeric composition.

AB - : A series of 6-substituted 2-benzyl-3-tert-bu-tyl-1,3,2-oxazaphosphorinanes was prepared in racemic and enantiomerically pure form. The diastereoselectivity of alkylation of the derived anions was examined as a function of ring substitution pattern, base, solvent, electrophile, and enantiomeric composition.

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Stereoselective Alkylations of Chiral, Phosphorus-Stabilized Benzylic Carbanions

Abstract

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