Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions

Seiki Saito; Teruhiko Ishikawa; Norihisa Kishimoto; Tomonari Kohara; Toshio Moriwake

doi:10.1055/s-1994-22829

Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions

Seiki Saito, Teruhiko Ishikawa, Norihisa Kishimoto, Tomonari Kohara, Toshio Moriwake

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

46 Citations (Scopus)

Abstract

Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol controller has been developed with the intention of shielding one of its π-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactions of 4 with various olefins resulted in perfect discrimination of the nitrone faces though that of the olefins depended on their structures.

Original language	English
Pages (from-to)	282-284
Number of pages	3
Journal	Synlett
Volume	1994
Issue number	4
DOIs	https://doi.org/10.1055/s-1994-22829
Publication status	Published - Apr 1 1994

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1055/s-1994-22829

Cite this

@article{2c5de51379424aee9f7dd7674fff5e05,

title = "Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions",

abstract = "Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol controller has been developed with the intention of shielding one of its π-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactions of 4 with various olefins resulted in perfect discrimination of the nitrone faces though that of the olefins depended on their structures.",

author = "Seiki Saito and Teruhiko Ishikawa and Norihisa Kishimoto and Tomonari Kohara and Toshio Moriwake",

year = "1994",

month = apr,

day = "1",

doi = "10.1055/s-1994-22829",

language = "English",

volume = "1994",

pages = "282--284",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "4",

}

TY - JOUR

T1 - Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions

AU - Saito, Seiki

AU - Ishikawa, Teruhiko

AU - Kishimoto, Norihisa

AU - Kohara, Tomonari

AU - Moriwake, Toshio

PY - 1994/4/1

Y1 - 1994/4/1

N2 - Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol controller has been developed with the intention of shielding one of its π-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactions of 4 with various olefins resulted in perfect discrimination of the nitrone faces though that of the olefins depended on their structures.

AB - Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol controller has been developed with the intention of shielding one of its π-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactions of 4 with various olefins resulted in perfect discrimination of the nitrone faces though that of the olefins depended on their structures.

UR - http://www.scopus.com/inward/record.url?scp=15944413316&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=15944413316&partnerID=8YFLogxK

U2 - 10.1055/s-1994-22829

DO - 10.1055/s-1994-22829

M3 - Article

SN - 0936-5214

VL - 1994

SP - 282

EP - 284

JO - Synlett

JF - Synlett

IS - 4

ER -

Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this