Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins


Autoria(s): Manna, Madhu Sudan; Kumar, Vikas; Mukherjee, Santanu
Data(s)

01/03/2012

Resumo

A direct vinylogous Michael reaction of gamma-substituted deconjugated butenolides with nitroolefins has been developed with the help of a newly identified quinine-derived bifunctional catalyst, allowing the synthesis of densely functionalized products with contiguous quaternary and tertiary stereocenters in excellent yield with perfect diastereoselectivity (>20 : 1 dr) and high enantioselectivity (up to 99 : 1 er).

Formato

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Identificador

http://eprints.iisc.ernet.in/44556/1/chem_comm_48_5193-5195.pdf

http://eprints.iisc.ernet.in/44556/2/chem_comm_48_5193-5195-supp_2012.pdf

Manna, Madhu Sudan and Kumar, Vikas and Mukherjee, Santanu (2012) Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins. In: CHEMICAL COMMUNICATIONS, 48 (42). pp. 5193-5195.

Publicador

Royal Society of Chemistry

Relação

http://dx.doi.org/10.1039/C2CC31700A

http://eprints.iisc.ernet.in/44556/

Palavras-Chave #Organic Chemistry
Tipo

Journal Article

PeerReviewed