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Volumn 46, Issue 1, 1998, Pages 6-11

Carbon-carbon bond cleavage of α-substituted benzoins by retro-benzoin condensation; A new method of synthesizing ketones

Author keywords

Benzoin; Carbon carbon bond cleavage; Ketone; Potassium cyanide; Retro benzoin condensation; Tetrabutylammonium cyanide

Indexed keywords

ALPHA BENZYL ALPHA HYDROXYBENZYL PHENYL KETONE; BENZOIN; DEOXYBENZOIN; KETONE; POTASSIUM CYANIDE; TETRABUTYLAMMONIUM; UNCLASSIFIED DRUG;

EID: 0031951957     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.6     Document Type: Article
Times cited : (19)

References (34)
  • 1
    • 0001321315 scopus 로고
    • and references cited therein
    • Ide W. S., Buck J. S., Org. React., 4, 269-304 (1948), and references cited therein.
    • (1948) Org. React. , vol.4 , pp. 269-304
    • Ide, W.S.1    Buck, J.S.2
  • 7
    • 0344517149 scopus 로고    scopus 로고
    • note
    • The calculated results for the differences of the heat of formation (ΔH○f) were as follows: formation of benzylbenzoin (3a) from benzaldehyde (2a) and deoxybenzoin (4a), -7.914 kcal/mol; formation of benzoin (5a) from two molecules of benzaldehyde (2a), + 2.444 kcal/mol. These results support our approach. The calculations were performed by MOPAC Ver 6.0 (PM3) on a Cash system (SONY Techtronix).
  • 15
    • 85022418277 scopus 로고
    • a) Hase T., Synthesis, 1980, 36-39 (1980);
    • (1980) Synthesis , vol.1980 , pp. 36-39
    • Hase, T.1
  • 19
    • 0001070365 scopus 로고
    • and references cited therein
    • Stetter H., Kuhlmann H., Org. React., 40, 407-496 (1991), and references cited therein.
    • (1991) Org. React. , vol.40 , pp. 407-496
    • Stetter, H.1    Kuhlmann, H.2
  • 20
    • 0344085947 scopus 로고    scopus 로고
    • a) Beilstein EII (7), p. 368;
    • Beilstein , vol.EII , Issue.7 , pp. 368


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.