Copper(II) acetate promoted intramolecular diamination of unactivated olefins

Thomas P. Zabawa; Dhanalakshmi Kasi; Sherry R. Chemler

doi:10.1021/ja053335v

Copper(II) acetate promoted intramolecular diamination of unactivated olefins

Thomas P. Zabawa
, Dhanalakshmi Kasi
, Sherry R. Chemler

Chemistry

SUNY Buffalo

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

198 Scopus citations

Abstract

A concise method for the synthesis of cyclic sulfamides and vicinal diamines is presented. This method is enabled by Cu(OAc)₂ and demonstrates a new transformation for this metal. Both five- and six-membered vicinal diamine-containing heterocycles have been synthesized in good to excellent yields, and substrate-based asymmetric induction has been achieved. This is the first reported example of intramolecular diamination of olefins.

Original language	English
Pages (from-to)	11250-11251
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	32
DOIs	https://doi.org/10.1021/ja053335v
State	Published - Aug 17 2005

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title = "Copper(II) acetate promoted intramolecular diamination of unactivated olefins",

abstract = "A concise method for the synthesis of cyclic sulfamides and vicinal diamines is presented. This method is enabled by Cu(OAc)2 and demonstrates a new transformation for this metal. Both five- and six-membered vicinal diamine-containing heterocycles have been synthesized in good to excellent yields, and substrate-based asymmetric induction has been achieved. This is the first reported example of intramolecular diamination of olefins.",

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AU - Zabawa, Thomas P.

AU - Kasi, Dhanalakshmi

AU - Chemler, Sherry R.

PY - 2005/8/17

Y1 - 2005/8/17

N2 - A concise method for the synthesis of cyclic sulfamides and vicinal diamines is presented. This method is enabled by Cu(OAc)2 and demonstrates a new transformation for this metal. Both five- and six-membered vicinal diamine-containing heterocycles have been synthesized in good to excellent yields, and substrate-based asymmetric induction has been achieved. This is the first reported example of intramolecular diamination of olefins.

AB - A concise method for the synthesis of cyclic sulfamides and vicinal diamines is presented. This method is enabled by Cu(OAc)2 and demonstrates a new transformation for this metal. Both five- and six-membered vicinal diamine-containing heterocycles have been synthesized in good to excellent yields, and substrate-based asymmetric induction has been achieved. This is the first reported example of intramolecular diamination of olefins.

UR - https://www.scopus.com/pages/publications/23844527400

U2 - 10.1021/ja053335v

DO - 10.1021/ja053335v

M3 - Article

AN - SCOPUS:23844527400

SN - 0002-7863

VL - 127

SP - 11250

EP - 11251

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 32

ER -

Copper(II) acetate promoted intramolecular diamination of unactivated olefins

Abstract

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