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Volumn 47, Issue 1, 2008, Pages 42-47

Organocatalysis lost: Modern chemistry, ancient chemistry, and an unseen biosynthetic apparatus

Author keywords

Aldolases; Asymmetric synthesis; Biosynthesis; Catalytic antibodies; Organocatalysis

Indexed keywords

ANTIBODIES; CATALYSIS; CATALYST ACTIVITY; CHIRALITY; REACTION KINETICS;

EID: 37549005156     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200702210     Document Type: Review
Times cited : (358)

References (103)
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    • The intent of this essay is not to provide an up-to-date survey of the field but rather to provide historical context to the development of enamine/iminium ion based organocatalysis and a perspective regarding its potential importance beyond synthetic organic chemistry. It should be noted that the roots of organocatalysis run as deep as organic chemistry itself J. von Liebig, Justus Liebigs Ann. Chem. 1860, 113, 246
    • a) The intent of this essay is not to provide an up-to-date survey of the field but rather to provide historical context to the development of enamine/iminium ion based organocatalysis and a perspective regarding its potential importance beyond synthetic organic chemistry. It should be noted that the roots of organocatalysis run as deep as organic chemistry itself (J. von Liebig, Justus Liebigs Ann. Chem. 1860, 113, 246)
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    • and that the area of asymmetric catalysis based on purely organic molecules had been recognized earlier, see R. Noyori, Asymmetric Catalysis in Organic Synthesis, Wiley, New York, 1994;
    • and that the area of asymmetric catalysis based on purely organic molecules had been recognized earlier, see R. Noyori, Asymmetric Catalysis in Organic Synthesis, Wiley, New York, 1994;
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    • Even the language used by the two cultures is different. Biochemists traditionally have referred to imines as Schiff bases, a name that persists to this day
    • Even the language used by the two cultures is different. Biochemists traditionally have referred to imines as Schiff bases, a name that persists to this day.
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    • Reactive Immunization: A Unique Approach to Aldolase Antibodies; F. Tanaka, C. F. Barbas III in Catalytic Antibodies (Ed.: E. Keinan), Wiley-VCH, Weinheim, 2004, pp. 304-335;
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    • Antibody-Catalyzed Aldol Reactions; F. Tanaka, C. F. Barbas III in: Modern Aldol Reactions, 1 (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, 2004, pp. 273-310.
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    • Prior to their realization using organocatalysis, Mannich, Diels-Alder, and other Michael-type reactions were first studied using aldolase antibodies in the late 1990s. We suspected that the constraints of the aldolase antibody's active site prevented catalysis of these reactions.
    • Prior to their realization using organocatalysis, Mannich, Diels-Alder, and other Michael-type reactions were first studied using aldolase antibodies in the late 1990s. We suspected that the constraints of the aldolase antibody's active site prevented catalysis of these reactions.
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    • It is a common misconception that all prebiotic chemistry must be aqueous. The discovery of hydrocarbon lakes on distant moons and planets supports the notion that a diversity of reaction media must to be considered in prebiotic chemistry; see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.