A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals

Yi-Yong Huang; Ananya Chakrabarti; Naohide Morita; Uwe Schneider; Shu Kobayashi

doi:10.1002/anie.201105182

A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals

Yi-Yong Huang, Ananya Chakrabarti, Naohide Morita, Uwe Schneider, Shu Kobayashi

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

Abstract / Description of output

Aminal attraction: The combination of indium(I) chloride and a chiral silver binol phosphate provides an excellent catalyst for asymmetric Hosomi–Sakurai reactions between N,O-aminals and boronates (see scheme; PG=protecting group, pin=pinacolato). The substrate scope includes aromatic, heteroaromatic, and aliphatic N,O-aminals as well as allyl and allenyl boronates.

Original language	English
Pages (from-to)	11121-11124
Number of pages	4
Journal	Angewandte Chemie International Edition
Volume	50
Issue number	47
DOIs	https://doi.org/10.1002/anie.201105182
Publication status	Published - Nov 2011

Keywords / Materials (for Non-textual outputs)

asymmetric catalysis
boron
chiral counteranion
Hosomi–Sakurai reaction
indium

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10.1002/anie.201105182

http://onlinelibrary.wiley.com/doi/10.1002/anie.201105182/abstract

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title = "A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals",

abstract = "Aminal attraction: The combination of indium(I) chloride and a chiral silver binol phosphate provides an excellent catalyst for asymmetric Hosomi–Sakurai reactions between N,O-aminals and boronates (see scheme; PG=protecting group, pin=pinacolato). The substrate scope includes aromatic, heteroaromatic, and aliphatic N,O-aminals as well as allyl and allenyl boronates.",

keywords = "asymmetric catalysis , boron, chiral counteranion, Hosomi–Sakurai reaction, indium",

author = "Yi-Yong Huang and Ananya Chakrabarti and Naohide Morita and Uwe Schneider and Shu Kobayashi",

year = "2011",

month = nov,

doi = "10.1002/anie.201105182",

language = "English",

volume = "50",

pages = "11121--11124",

journal = "Angewandte Chemie International Edition",

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publisher = "Wiley-VCH",

number = "47",

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TY - JOUR

T1 - A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals

AU - Huang, Yi-Yong

AU - Chakrabarti, Ananya

AU - Morita, Naohide

AU - Schneider, Uwe

AU - Kobayashi, Shu

PY - 2011/11

Y1 - 2011/11

N2 - Aminal attraction: The combination of indium(I) chloride and a chiral silver binol phosphate provides an excellent catalyst for asymmetric Hosomi–Sakurai reactions between N,O-aminals and boronates (see scheme; PG=protecting group, pin=pinacolato). The substrate scope includes aromatic, heteroaromatic, and aliphatic N,O-aminals as well as allyl and allenyl boronates.

AB - Aminal attraction: The combination of indium(I) chloride and a chiral silver binol phosphate provides an excellent catalyst for asymmetric Hosomi–Sakurai reactions between N,O-aminals and boronates (see scheme; PG=protecting group, pin=pinacolato). The substrate scope includes aromatic, heteroaromatic, and aliphatic N,O-aminals as well as allyl and allenyl boronates.

KW - asymmetric catalysis

KW - boron

KW - chiral counteranion

KW - Hosomi–Sakurai reaction

KW - indium

U2 - 10.1002/anie.201105182

DO - 10.1002/anie.201105182

M3 - Article

SN - 1433-7851

VL - 50

SP - 11121

EP - 11124

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

IS - 47

ER -

A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals

Abstract / Description of output

Keywords / Materials (for Non-textual outputs)

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