Highly Regio‐ and Stereoselective Diels–Alder Cycloaddition of Difluoro(methylene)cyclopropanes | Zendy

Hang XiaoChun | Zendy; Chen QingYun | Zendy; Xiao JiChang | Zendy

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Highly Regio‐ and Stereoselective Diels–Alder Cycloaddition of Difluoro(methylene)cyclopropanes

Author(s) -

Hang XiaoChun,

Chen QingYun,

Xiao JiChang

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200700992

Subject(s) - regioselectivity , chemistry , cycloaddition , stereoselectivity , methylene , diels–alder reaction , reactivity (psychology) , organic chemistry , medicinal chemistry , stereochemistry , catalysis , medicine , alternative medicine , pathology

The Diels–Alder reactions of difluoro(methylene)cyclopropanes (F 2 MCPs) with cyclic dienes are described. These cycloaddition reactions exhibited complete regioselectivity and high endo ‐stereoselectivity. The obtained cycloadducts underwent a retro‐Diels–Alder reaction to give the original dienophiles and dienes when heated, reflecting the reversible Diels–Alder reactivity of F 2 MCPs.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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