- ASYMMETRIC INDUCTION BY CHIRAL HETEROCYCLIC COMPOUNDS: REACTION OF CHIRAL N-METHYL-4-PHENYL-1,3-OXAZOLIDINES WITH ORGANOMETALLIC REAGENTS
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The reaction of (2S,4R)-2-alkyl-N-methyl-4-phenyl-1,3-oxazolidines (1a-c) with Grignard reagent gave (1R,1'R)-form compounds (2a-c) as the major product.On the contrary, the reaction of 1a-c with organotitanium reagent gave (1S,1'R)-form compounds (3a-c) as the major product.This stereoselectivity is a remarkable characteristic of the reaction of 1,3-oxazolidines with organometallic reagents.
- Takahashi, Hiroshi,Niwa, Hiroyuki,Higashiyama, Kimio
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p. 2099 - 2102
(2007/10/02)
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