- Efficient syntheses of four stable-isotope labeled (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylates
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Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo- and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S,2S)-2- phenylcyclopropanecarboxylates (the 1-d-3-13C, 1,(3S)-d2, 1,2,(3S)-d3, and 1,3,3-d3 isotopomers) of better than 99% ee have been realized. The Royal Society of Chemistry 2006.
- Keliher, Edmund J.,Burrell, Richard C.,Chobanian, Harry R.,Conkrite, Karina L.,Shukla, Rajesh,Baldwin, John E.
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p. 2777 - 2784
(2008/09/16)
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- Palladium Catalyzed Hydrostannylation and Hydrogermylation of Acetylenes
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Treatment of acetylenes with Ph3SnH or Ph3GeH in the presence of a catalytic amount of Pd(PPh3)4 provides the corresponding alkenyltriphenylstannanes or alkenyltriphenylgermanes in good yields.
- Ichinose, Yoshifumi,Oda, Hiroji,Oshima, Koichiro,Utimoto, Kiitiro
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p. 3468 - 3470
(2007/10/02)
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