By Hisashi Yamamoto, Kazuaki Ishihara
This two-volume set covers all new advancements and, furthermore, comprises the new notion of mixed Bronsted and Lewis acid catalysis, built by way of Hisashi Yamamoto himself. the wonderful editorial group has prepare an both best staff of professional authors, leading to a real treasure trove of crucial info -- making this a needs to for each chemist operating in natural chemistry and catalysis, in academia in addition to in undefined.
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Additional resources for Acid Catalysis in Modern Organic Synthesis, vol 1
2002) journal of the American Chem ical Society, 1 24, 9992 - 3 . (c) Ryu, D . H . , Corey, E . J . (2003) journal of the American Chemical Society, 125, 6388- 90. (d) Zhou, G . , Corey, E . J . (2003) Organic Letters, 5, 3979-82. J. (2004) journal of the Amer ican Chemical Society, 1 26, 4800 - 2 . (f) Ryu, D . H . , Zhou, G . , Corey, E . J . ( 2005) Organic Letters, 7, 1 6 3 3 - 6 . (g) Snyder, S . A . , Corey, E . J . (2006) journal of the American Chemical Society, 1 27, 740 - 2 . (h) Hong, S .
3 steps 98% ee . Scheme 1 25 Reagent-contro l ied d i astereoselectlve p ol yene cycl izatlon of (S) - 1 9 promoted by · (+)-1 8 (R) or (S) - 1 6. 1. 1 Combined Acid Catalysis 1 23 by ( R) - LBA (16) and the substrate control) in the diastereoselective polyene cycliza tion of racemic (20) (Scheme 1 . 26) [28a,b] . Although the total sequence for the asymmetric synthesis of ( - ) - (17) is the shortest, the reaction gave only 1 2 % yield of inseparable mixture of four products. / H (S)-20 + H rlG 6� � (R)-20 (1 equiv) ratio Tol u ene -78 °C, 24 h 12% yi e l d (R)-1 6 q:J ..
5 equivalent of ethyl or tert-butyl diazoacetate and various a-substituted acrolein derivatives afford chiral 2-pyrazolines with high 1. 1 9 E n a ntioselective 1 ,3-d i polar cycloaddition re actions of n itrones catalyzed by c h i ra l bi s-tita n i u m catalyst (12) . N2CHC02 Et + Me y CHO ll (1 . 20 E n a ntioselective 1 ,3-dipolar cycloaddition reac tions of diazoacetates catalyzed by (1 2) . enantioselectivities with 5 mol% of (12) as a chiral Lewis acid (84- 94% ee) . Interestingly, possible side reactions such as 1 ,2· and 1 ,4-addition of diazoacetates to a-substituted acroleins or cyclopropanation were somewhat suppressed under these reaction conditions .