Highly stereoselective aldol reactions of titanium enolates from ethyl α-silyloxyalkyl ketones

Tetrahedron Letters

Volumn 38, Issue 9, 1997, Pages 1637-1640

  Figueras, Sergi ^a   Martín, Ricardo ^a   Romea, Pedro ^a   Urpí, Fèlix ^a   Vilarrasa, Jaume ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE; TITANIUM DERIVATIVE;

ARTICLE; CHEMICAL REACTION; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0031550811     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00108-1     Document Type: Article

References (24)

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2. 1. For recent reviews, see: (a) Comprehensive Organic Synthesis, Vol. 2; Trost, B. M.; Fleming, I.; Heathcock, C. H. Eds.; Pergamon Press: Oxford, 1991 (Heathcock, C. H., p. 181. Kim, B. M.; Williams, S. F.; Masamune, S., p. 239. Paterson, I., p. 301. Gennari, C., p. 629).
3. 1. For recent reviews, see: (a) Comprehensive Organic Synthesis, Vol. 2; Trost, B. M.; Fleming, I.; Heathcock, C. H. Eds.; Pergamon Press: Oxford, 1991 (Heathcock, C. H., p. 181. Kim, B. M.; Williams, S. F.; Masamune, S., p. 239. Paterson, I., p. 301. Gennari, C., p. 629).
4. 1. For recent reviews, see: (a) Comprehensive Organic Synthesis, Vol. 2; Trost, B. M.; Fleming, I.; Heathcock, C. H. Eds.; Pergamon Press: Oxford, 1991 (Heathcock, C. H., p. 181. Kim, B. M.; Williams, S. F.; Masamune, S., p. 239. Paterson, I., p. 301. Gennari, C., p. 629).
5. 1. For recent reviews, see: (a) Comprehensive Organic Synthesis, Vol. 2; Trost, B. M.; Fleming, I.; Heathcock, C. H. Eds.; Pergamon Press: Oxford, 1991 (Heathcock, C. H., p. 181. Kim, B. M.; Williams, S. F.; Masamune, S., p. 239. Paterson, I., p. 301. Gennari, C., p. 629).
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19. 3) δ 218.7, 141.7, 128.2, 127.2, 125.9, 74.6, 72.8, 46.9, 25.7, 21.0, 18.0, 10.4, -4.1, -5.0.
20. 4) to known β-hidroxy acids. After hydrogenation, compound 3az, R' = propen-2-yl, gave the same stereo-isomer as 3az, R' = isopropyl.
21. 4 by 1ay has been demonstrated: Reetz, M. T.; Harms, K.; Reif, W. Tetrahedron Lett. 1988, 29, 5881.
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