Catalytic enantioselective deprotonation of meso-epoxides utilising homochiral bis-lithium amide bases
โ Scribed by Jason P Tierney; Alexandre Alexakis; Pierre Mangeney
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 260 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
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โฆ Synopsis
R)-2-Cyclohexen-l-ol and (R)-2-cyclooctene-l-ol have been prepared in very good ee using R,R-homochiral bis-lithium amide bases derived from homochiral C 2 symmetric diamines. (R)-2-Cyclohexen-l-ol has been synthesized in good ee utilising catalytic homochiral bis-lithium amide in the presence of n-butyl lithium. @
๐ SIMILAR VOLUMES
A highlyenantioaelectivedeprotonationof meso-epoxideswas achievedby a catalyticamount of a new chiral lithiumamide, derived from (ZS,3aS,7aS)-2-(pyrrolidin-l-ylmethyl)octahydrO indole, in the presenceof excesalithiumdiisopropylamideto afford the correspondingallylic alcoholderivatives up to9470ee. 0
oMo-4ozo/87 53.00+.00 Q 1987 Perpmon loumals Ltd. s. K. HENDRIB and J. b3NARD Ownlw Of t~8a~utyl~lmothy~~~,~x~clopmtme 15 to Inn~tbutyldlmothylsllox~2. cycl0pmtsn-bd 17. nBuVl lwlhrm (O.!Xml, 1 .5M, O.Ummol) wa6 adrIed to a 8ok@n of (S)-2-R Wrro-U48mg, 0.~1. h dryether(3cnr3)etOoC,under~.Aflsr30~.Me