Reaction of chiral titanium Z-enolates with chiral α-silyloxy aldehydes. Syntheses of NFX-2 and antimycinone

Tetrahedron Letters

Volumn 40, Issue 27, 1999, Pages 5083-5086

  Esteve, Cristina ^a   Ferreró, Mònica ^a   Romea, Pedro ^a   Urpí, Fèlix ^a   Vilarrasa, Jaume ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Aldol reactions; Antimycinone; Diastereoselection; NFX 2

Indexed keywords

2 TERT BUTYLDIMETHYSILYLOXY 3 PENTANONE; ALDEHYDE DERIVATIVE; ALKANONE; ALPHA SILOXY ALDEHYDE DERIVATIVE; ANTIMYCINONE; SILOXANE; TITANIUM DERIVATIVE; TITANIUM ENOLATE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033516536     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00987-9     Document Type: Article

References (11)

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2. Figueras, S.; Martín, R.; Romea, P.; Urpí, F.; Vilarrasa, J. Tetrahedron Lett. 1997, 38, 1637.
3. Preceding communication in this issue.
4. All new compounds show spectroscopic and analytical data consistent with the assigned structures.
5. a) Heathcock, C. H.; Young, S. D.; Hagen, J. P.; Pirrung, M. C; White, C. T.; VanDerveer, D. J. Org. Chem. 1980, 45, 3846.
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7. Sibi, M. P.; Lu, J.; Talbacka, C. L. J. Org. Chem. 1996, 61, 7848. and ref. cited therein.
8. For related approaches to NFX-2 and Antimycinone based on aldol reactions see ref. 5 and 6.
9. a) Evans, D. A.; Nelson, J. V.; Taber, T. R. Top. Stereochem. 1982, 13, 1
10. b) Heathcock, C. H. In Asymmetric Synthesis, Morrison, J. D., Ed., Academic Press, New York, 1984, Vol. 3, Ch. 2.
11. Martín, R.; Pascual, O.; Romea, P.; Rovira, R.; Urpí, F.; Vilarrasa, J. Tetrahedron Lett. 1997, 38, 1633.