Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water

Jun Xia; Renhua Qiu; Shuangfeng Yin; Xiaowen Zhang; Shenglian Luo; Chak Tong Au; Kai Xia; Wai Yeung Wong

doi:10.1016/j.jorganchem.2010.03.003

Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water

Jun Xia, Renhua Qiu, Shuangfeng Yin, Xiaowen Zhang, Shenglian Luo, Chak Tong Au, Kai Xia, Wai Yeung Wong

Research output: Journal article publication › Journal article › Academic research › peer-review

45 Citations (Scopus)

Abstract

An air-stable organoantimony complex with a 5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine framework was synthesized, characterized, and found to exhibit high catalytic efficiency towards one-pot Mannich reaction with high diastereoselectivity in water. The catalyst can be recycled 10 times without showing any appreciable loss of efficiency. This catalytic system affords a simple and efficient approach for the synthesis of β-amino ketones.

Original language	English
Pages (from-to)	1487-1492
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	695
Issue number	10-11
DOIs	https://doi.org/10.1016/j.jorganchem.2010.03.003
Publication status	Published - 15 May 2010
Externally published	Yes

Keywords

Catalyst
Diastereoselectivity
Direct Mannich reaction
Lewis acid
Organoantimony

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

More information

10.1016/j.jorganchem.2010.03.003

Cite this

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title = "Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water",

abstract = "An air-stable organoantimony complex with a 5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine framework was synthesized, characterized, and found to exhibit high catalytic efficiency towards one-pot Mannich reaction with high diastereoselectivity in water. The catalyst can be recycled 10 times without showing any appreciable loss of efficiency. This catalytic system affords a simple and efficient approach for the synthesis of β-amino ketones.",

keywords = "Catalyst, Diastereoselectivity, Direct Mannich reaction, Lewis acid, Organoantimony",

author = "Jun Xia and Renhua Qiu and Shuangfeng Yin and Xiaowen Zhang and Shenglian Luo and Au, {Chak Tong} and Kai Xia and Wong, {Wai Yeung}",

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doi = "10.1016/j.jorganchem.2010.03.003",

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Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water. / Xia, Jun; Qiu, Renhua; Yin, Shuangfeng et al.
In: Journal of Organometallic Chemistry, Vol. 695, No. 10-11, 15.05.2010, p. 1487-1492.

Research output: Journal article publication › Journal article › Academic research › peer-review

TY - JOUR

T1 - Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water

AU - Xia, Jun

AU - Qiu, Renhua

AU - Yin, Shuangfeng

AU - Zhang, Xiaowen

AU - Luo, Shenglian

AU - Au, Chak Tong

AU - Xia, Kai

AU - Wong, Wai Yeung

PY - 2010/5/15

Y1 - 2010/5/15

N2 - An air-stable organoantimony complex with a 5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine framework was synthesized, characterized, and found to exhibit high catalytic efficiency towards one-pot Mannich reaction with high diastereoselectivity in water. The catalyst can be recycled 10 times without showing any appreciable loss of efficiency. This catalytic system affords a simple and efficient approach for the synthesis of β-amino ketones.

AB - An air-stable organoantimony complex with a 5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine framework was synthesized, characterized, and found to exhibit high catalytic efficiency towards one-pot Mannich reaction with high diastereoselectivity in water. The catalyst can be recycled 10 times without showing any appreciable loss of efficiency. This catalytic system affords a simple and efficient approach for the synthesis of β-amino ketones.

KW - Catalyst

KW - Diastereoselectivity

KW - Direct Mannich reaction

KW - Lewis acid

KW - Organoantimony

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U2 - 10.1016/j.jorganchem.2010.03.003

DO - 10.1016/j.jorganchem.2010.03.003

M3 - Journal article

SN - 0022-328X

VL - 695

SP - 1487

EP - 1492

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 10-11

ER -

Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water

Abstract

Keywords

ASJC Scopus subject areas

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