Enantioselective Synthesis of P‐Stereogenic Alkynylphosphine Oxides by Rh‐Catalyzed [2+2+2] Cycloaddition | Zendy

Nishida Goushi | Zendy; Noguchi Keiichi | Zendy; Hirano Masao | Zendy; Tanaka Ken | Zendy

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Enantioselective Synthesis of P‐Stereogenic Alkynylphosphine Oxides by Rh‐Catalyzed [2+2+2] Cycloaddition

Author(s) -

Nishida Goushi,

Noguchi Keiichi,

Hirano Masao,

Tanaka Ken

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200800144

Subject(s) - stereocenter , enantioselective synthesis , rhodium , cycloaddition , sulfonamide , cationic polymerization , catalysis , chemistry , stereochemistry , medicinal chemistry , organic chemistry

Two plus two plus two : An enantioselective synthesis of P‐stereogenic alkynylphosphine oxides through a cationic rhodium(I)/modified‐binap complex catalyzed [2+2+2] cycloaddition of symmetrical dialkynylphosphine oxides with 1,6‐diynes was developed (see scheme; binap=2,2′‐bis(diphenylphosphanyl)‐1,1′‐binaphthyl, Z=CH 2 , O, or N ‐sulfonamide). Furthermore, this method permits the synthesis of a C 2 ‐symmetric P‐stereogenic bis(alkynylphosphine oxide).

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