Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins

A. Suresh Kumar; T. Prabhakar Reddy; R. Madhavachary; Dhevalapally B. Ramachary

doi:10.1039/c5ob02178b

Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins

A. Suresh Kumar
, T. Prabhakar Reddy
, R. Madhavachary
, Dhevalapally B. Ramachary^*

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

20 Citations (Scopus)

Abstract

A general approach to asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions on (E)-2-(2-nitrovinyl)anilines with cyclic and acyclic β-keto esters in the presence of a catalytic amount of Rawal's quinidine-NH-benzyl squaramide followed by TFA.

Original language	English
Pages (from-to)	5494-5499
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	14
Issue number	24
Early online date	13 Nov 2015
DOIs	https://doi.org/10.1039/c5ob02178b
Publication status	E-pub ahead of print - 13 Nov 2015

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title = "Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins",

abstract = "A general approach to asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions on (E)-2-(2-nitrovinyl)anilines with cyclic and acyclic β-keto esters in the presence of a catalytic amount of Rawal's quinidine-NH-benzyl squaramide followed by TFA.",

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year = "2015",

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doi = "10.1039/c5ob02178b",

language = "English",

volume = "14",

pages = "5494--5499",

journal = "Organic and Biomolecular Chemistry",

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Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins. / Suresh Kumar, A.; Prabhakar Reddy, T.; Madhavachary, R. et al.
In: Organic and Biomolecular Chemistry, Vol. 14, No. 24, 13.11.2015, p. 5494-5499.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

TY - JOUR

T1 - Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins

AU - Suresh Kumar, A.

AU - Prabhakar Reddy, T.

AU - Madhavachary, R.

AU - Ramachary, Dhevalapally B.

PY - 2015/11/13

Y1 - 2015/11/13

N2 - A general approach to asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions on (E)-2-(2-nitrovinyl)anilines with cyclic and acyclic β-keto esters in the presence of a catalytic amount of Rawal's quinidine-NH-benzyl squaramide followed by TFA.

AB - A general approach to asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions on (E)-2-(2-nitrovinyl)anilines with cyclic and acyclic β-keto esters in the presence of a catalytic amount of Rawal's quinidine-NH-benzyl squaramide followed by TFA.

UR - https://www.scopus.com/pages/publications/84975263237

U2 - 10.1039/c5ob02178b

DO - 10.1039/c5ob02178b

M3 - Article (Academic Journal)

C2 - 26611712

AN - SCOPUS:84975263237

SN - 1477-0520

VL - 14

SP - 5494

EP - 5499

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 24

ER -

Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of β-keto esters to functionally rich nitro-olefins

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