Organocatalytic domino reactions: Synthesis of densely functionalized cyclohexene derivatives

Bo Bi; Yuyang Ding; Qinxin Lou; Wenhui Hu; Albert S.C. Chan; Hongrui Song; Junling Zhao

doi:10.1016/j.tetlet.2014.04.049

Organocatalytic domino reactions: Synthesis of densely functionalized cyclohexene derivatives

Bo Bi
, Yuyang Ding
, Qinxin Lou
, Wenhui Hu
, Albert S.C. Chan
, Hongrui Song^*
, Junling Zhao^*

^*Corresponding author for this work

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

4 Citations (Scopus)

Abstract

A highly enantioselective domino reaction of α,β-unsaturated aldehydes and 4-acetyl-5-oxohexanal catalyzed by a chiral secondary amine catalyst has been developed, providing an efficient synthetic approach for the synthesis of densely functionalized chiral cyclohexene derivatives with high yields (up to 96%) and enantioselectivities (up to 97% ee) under mild conditions.

Original language	English
Pages (from-to)	3344-3347
Number of pages	4
Journal	Tetrahedron Letters
Volume	55
Issue number	22
DOIs	https://doi.org/10.1016/j.tetlet.2014.04.049
Publication status	Published - 28 May 2014

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User-Defined Keywords

Cyclohexenes
Domino reaction
Enantioselectivity
Organocatalytic

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10.1016/j.tetlet.2014.04.049

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title = "Organocatalytic domino reactions: Synthesis of densely functionalized cyclohexene derivatives",

abstract = "A highly enantioselective domino reaction of α,β-unsaturated aldehydes and 4-acetyl-5-oxohexanal catalyzed by a chiral secondary amine catalyst has been developed, providing an efficient synthetic approach for the synthesis of densely functionalized chiral cyclohexene derivatives with high yields (up to 96\%) and enantioselectivities (up to 97\% ee) under mild conditions.",

keywords = "Cyclohexenes, Domino reaction, Enantioselectivity, Organocatalytic",

author = "Bo Bi and Yuyang Ding and Qinxin Lou and Wenhui Hu and Chan, \{Albert S.C.\} and Hongrui Song and Junling Zhao",

note = "We thank the National Natural Science Foundation of China (Grant 21102145) and the Guangdong Pearl River Nova Program (Grant 2012J2200014) for financial support. Professor Zhongyuan Zhou is gratefully acknowledged for X-ray structure determination. Publisher copyright: {\textcopyright} 2014 Elsevier Ltd. All rights reserved.",

year = "2014",

month = may,

day = "28",

doi = "10.1016/j.tetlet.2014.04.049",

language = "English",

volume = "55",

pages = "3344--3347",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "22",

}

TY - JOUR

T1 - Organocatalytic domino reactions

T2 - Synthesis of densely functionalized cyclohexene derivatives

AU - Bi, Bo

AU - Ding, Yuyang

AU - Lou, Qinxin

AU - Hu, Wenhui

AU - Chan, Albert S.C.

AU - Song, Hongrui

AU - Zhao, Junling

N1 - We thank the National Natural Science Foundation of China (Grant 21102145) and the Guangdong Pearl River Nova Program (Grant 2012J2200014) for financial support. Professor Zhongyuan Zhou is gratefully acknowledged for X-ray structure determination. Publisher copyright: © 2014 Elsevier Ltd. All rights reserved.

PY - 2014/5/28

Y1 - 2014/5/28

N2 - A highly enantioselective domino reaction of α,β-unsaturated aldehydes and 4-acetyl-5-oxohexanal catalyzed by a chiral secondary amine catalyst has been developed, providing an efficient synthetic approach for the synthesis of densely functionalized chiral cyclohexene derivatives with high yields (up to 96%) and enantioselectivities (up to 97% ee) under mild conditions.

AB - A highly enantioselective domino reaction of α,β-unsaturated aldehydes and 4-acetyl-5-oxohexanal catalyzed by a chiral secondary amine catalyst has been developed, providing an efficient synthetic approach for the synthesis of densely functionalized chiral cyclohexene derivatives with high yields (up to 96%) and enantioselectivities (up to 97% ee) under mild conditions.

KW - Cyclohexenes

KW - Domino reaction

KW - Enantioselectivity

KW - Organocatalytic

UR - https://www.scopus.com/pages/publications/84901197250

U2 - 10.1016/j.tetlet.2014.04.049

DO - 10.1016/j.tetlet.2014.04.049

M3 - Journal article

AN - SCOPUS:84901197250

SN - 0040-4039

VL - 55

SP - 3344

EP - 3347

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

Organocatalytic domino reactions: Synthesis of densely functionalized cyclohexene derivatives

Abstract

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