Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

Uladzimir Ladziata; Jeffrey Carlson; Viktor Zhdankin

doi:10.1016/j.tetlet.2006.06.103

Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

Uladzimir Ladziata
, Jeffrey Carlson
, Viktor Zhdankin

Chemistry & Biochemistry

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

82 Scopus citations

Abstract

Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29-41% have been achieved.

Original language	English (US)
Pages (from-to)	6301-6304
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	35
DOIs	https://doi.org/10.1016/j.tetlet.2006.06.103
State	Published - Aug 28 2006

Bibliographical note

Funding Information:
This work was supported by a research grant from the National Science Foundation (CHE 0353541) and by NSF-MRI award (CHE 0416157).

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10.1016/j.tetlet.2006.06.103

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title = "Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline",

abstract = "Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29-41\% have been achieved.",

author = "Uladzimir Ladziata and Jeffrey Carlson and Viktor Zhdankin",

note = "Funding Information: This work was supported by a research grant from the National Science Foundation (CHE 0353541) and by NSF-MRI award (CHE 0416157).",

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doi = "10.1016/j.tetlet.2006.06.103",

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T1 - Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

AU - Ladziata, Uladzimir

AU - Carlson, Jeffrey

AU - Zhdankin, Viktor

N1 - Funding Information: This work was supported by a research grant from the National Science Foundation (CHE 0353541) and by NSF-MRI award (CHE 0416157).

PY - 2006/8/28

Y1 - 2006/8/28

N2 - Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29-41% have been achieved.

AB - Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29-41% have been achieved.

UR - https://www.scopus.com/pages/publications/33746300304

UR - https://www.scopus.com/pages/publications/33746300304#tab=citedBy

U2 - 10.1016/j.tetlet.2006.06.103

DO - 10.1016/j.tetlet.2006.06.103

M3 - Article

AN - SCOPUS:33746300304

SN - 0040-4039

VL - 47

SP - 6301

EP - 6304

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

Abstract

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