- Catalytic enantioselective hydrophosphonylation of aldehydes using the iron complex of a camphor-based tridentate Schiff base [FeCl(SBAIB-d)]2
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An iron(III)-Schiff base-catalyzed, highly enantioselective hydrophosphonylation of various aldehydes is described. Under the optimized reaction conditions, 5 mol% of the iron/camphor-based tridentate Schiff base complex [FeCl(SBAIB-d)]2 produces high yields (up to 99%) of α-hydroxy phosphonates in excellent enantioselectivities (up to 99%). The merits of this catalytic system are an easily synthesizable catalyst, inexpensive starting materials, practically simple aerobic reaction conditions, and low catalyst loading (5 mol%). Copyright
- Boobalan, Ramalingam,Chen, Chinpiao
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supporting information
p. 3443 - 3450
(2013/12/04)
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- The Phosphonate-Phosphate and Phosphate-Phosphonate Rearrangement and Their Applications V [1]. On the Reaction of s-Butyllithium/TMEDA with Symmetrical Trialkyl Phosphates
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1-(Tributylstannyl)hexanol ((±)-8) is phosphorylated to give phosphate (±)-9 which is then transmetallated. The organolithium intermediate (±)-10 isomerizes to α-hydroxyphosphonate (±)-12. Similar intermediates are also formed upon direct deprotonation of triethyl, tri-n-propyl, and tri-n-butyl phosphate, which subsequently rearrange to α-hydroxyphosphonates (±)-14a-c.
- Hammerschmidt,Schmidt
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p. 1173 - 1180
(2007/10/03)
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