Recent Progress in Chiral Brønsted Acid Catalysis

Advanced Synthesis and Catalysis - Tập 348 Số 9 - Trang 999-1010 - 2006
Takahiko Akiyama1, Junji Itoh1, Kohei Fuchibe1
1Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029

Tóm tắt

AbstractHydrogen bond catalysis and Brønsted acid catalysis are rapidly growing areas in organocatalysis. A number of chiral acid catalysts has been developed recently. Recent progress in the chiral Brønsted acid catalysis has been reviewed with a focus being placed on thiourea, TADDOL, and phosphoric acids. 1  Introduction 2  Hydrogen Bond Catalysis 2.1 Monofunctional Thiourea Catalysts 2.2 Bifunctional Thiourea Catalysts 2.3 TADDOL Derivatives 2.4 BINOL Derivatives 3  Brønsted Acid Catalysis 3.1 Ammonium Salts 3.2 Phosphoric Acids 4  Conclusion

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Tài liệu tham khảo

) H. Yamamoto (Ed., Lewis Acids in Organic Synthesis, 1

Schreiner P. R., 2003, Chem. Soc., Rev., 28

10.2174/1570178054405940

10.1002/anie.200301732

10.1002/anie.200500154

10.1002/1521-3773(20011015)40:20<3726::AID-ANIE3726>3.0.CO;2-D

10.1002/anie.200400650

10.1039/b415217b

10.1002/3527604677

10.1021/ar50108a001

catalysis For reviews on proline, 2001, Synlett, 1675

10.1016/S0040-4020(02)00516-1

10.1021/ar0300468

10.1021/ar0300571

10.1002/anie.200460394

10.1002/1521-3765(20000703)6:13<2449::AID-CHEM2449>3.0.CO;2-9

10.1021/jo00091a007

10.1021/ja980139y

10.1021/ol005636

10.1002/(SICI)1521-3773(20000403)39:7<1279::AID-ANIE1279>3.0.CO;2-U

10.1021/ja027246j

Wenzel A. G., 2003, Synlett, 1919

10.1021/ja028353g

10.1021/ja0494398

10.1248/cpb.52.477

10.1016/j.tetlet.2004.05.137

10.1021/ja036972z

10.1016/j.tetlet.2004.10.082

10.1021/ja044370p

10.1002/anie.200500459

10.1021/ol0364531

Xu X., 2006, Synlett, 137

Li B.‐J., 2005, Synlett, 603

10.1002/anie.200461814

10.1021/ja046259p

10.1002/anie.200461814

10.1021/ja052511x

10.1021/ol051822

10.1021/ol0519137

10.1002/ejoc.200500420

Dessolea G., 2004, Synlett, 2374

10.1002/anie.200500227

10.1021/ol050431s

on For a review, Cinchona, 37

10.1002/anie.200501721

10.1039/b508833j

10.1016/j.tet.2005.09.076

10.1002/anie.200461442

10.1039/B418666D

10.1002/anie.200502003

10.1002/adsc.200505148

Sohtome Y., 2006, Synlett, 144

10.1021/ja0267627

compounds For a computational study on the enhancing reactivity of carbonyl, via, 68

10.1038/424146a

10.1073/pnas.0308545101

10.1021/ol052301p

10.1002/chem.200400515

10.1021/ja0444637

10.1021/ja044076x

10.1016/j.tetlet.2005.07.043

10.1021/ja037705w

10.1002/adsc.200404122

10.1021/ja0500254

BINOL For the aza‐Morita–Baylis–Hillman reaction catalyzed by chiral phosphinyl, 2003, Chem. Commun., 1310

10.1055/s-2005-917098

10.1021/ja027466x

protonation For asymmetric, 1999, Comprehensive Asymmetric Caalysis, 34

10.1021/ja0506152

10.1021/ja031906i

Hess A. S., 2006, Synlett, 147

10.1021/ol047698w

10.1002/anie.200353240

10.1021/ol050695e

10.1055/s-2005-922773

10.1021/ja0491533

10.1021/ja046185h

10.1021/ja051922a

10.1021/ol0515964

10.1002/anie.200503062

10.1021/ja057222n

10.1021/ja057444l

10.1002/adsc.200505167

10.1021/ja0533085