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

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

48 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

User-Defined Keywords

Catalyst
Diastereoselectivity
Direct Mannich reaction
Lewis acid
Organoantimony

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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\}",

note = "Funding Information: This work was financially supported by the NSFC (Grant Nos. 20973056 , 20873038 and J0830415 ), the National 863 Program of China ( 2009AA05Z319 ), and the Outstanding Young Research Award of NSFC (Grant No. E50725825 ). C.T. Au thanks the HNU for an adjunct professorship. ",

year = "2010",

month = may,

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

language = "English",

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pages = "1487--1492",

journal = "Journal of Organometallic Chemistry",

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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

N1 - Funding Information: This work was financially supported by the NSFC (Grant Nos. 20973056 , 20873038 and J0830415 ), the National 863 Program of China ( 2009AA05Z319 ), and the Outstanding Young Research Award of NSFC (Grant No. E50725825 ). C.T. Au thanks the HNU for an adjunct professorship.

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

UR - https://www.scopus.com/pages/publications/77953290268

U2 - 10.1016/j.jorganchem.2010.03.003

DO - 10.1016/j.jorganchem.2010.03.003

M3 - Journal article

AN - SCOPUS:77953290268

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

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