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Volumn 32, Issue 41, 1991, Pages 5777-5780

Enantioselective addition of (Z)- and (E)-alkenylzinc bromides to aldehydes: asymmetric synthesis of sec-allylalcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL; ALKENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0026050799 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)93553-6 Document Type: Article

Times cited : (85)

References (13)

1
- 0001956304
- Enantioselektive Addition von Organometallreagentien an Carbonylverbindungen: Übertragung, Vervielfältigung und Verstärkung der Chiralität
- Review
- (1991) Angewandte Chemie , vol.103 , pp. 34
- Noyori¹ Kitamura²

2
- 33748247006
- In. Ed. Engl.
- (1991) Angew. Chem. , vol.30 , pp. 49
- Noyori¹ Kitamura²

3
- 37049085863
- Catalytic asymmetric synthesis of optically active alkynyl alcohols by enantioselective alkynylation of aldehydes and by enantioselective alkylation of alkynyl aldehydes
- (1990) Journal of the Chemical Society, Perkin Transactions 1 , pp. 937
- Niwa¹ Soai²

4
- 84990077122
- Amino Alcohol Mediated Enantioselective Addition of 2-Phenylethynylzinc Bromide to Aldehydes
- (1990) Synlett , pp. 547
- Ramos Tombo¹ Didier² Loubinoux³

5
- 0000059122
- (1988) Tetrahedron Lett. , vol.29 , pp. 5645
- Oppolzer¹ Radinov²

6
- 84918643493
- 3 unless otherwise specified (c = 0.3 to 1.7, T = 20 to 28°C). The following procedure is representative: Lithium, containing 2% Na (490 mg, 70 mmol) was obtained from the commercial 15% suspension in hexane (5.6 ml) by evaporation of the solvents in vaccum at rt. To the Li powder under argon was added dry ether (20 ml) and the suspension was cooled to −35°C. With stirring a solution of pure (〉98%) (Z)-1-bromo-1-propene (1.70 g, 14 mmol) in ether (2 ml) was added dropwise. The mixture was stirred at −35°C for 2 h and filtered under argon. The 0.6 M (Z)-1-propenyllithium solution (17 ml, 10 mmol) was cooled to −35°C and treated dropwise with a 0.6 M solution of commercial zinc bromide in ether (25 ml, 15 mmol). The reaction mixture was stirred for [[Truncated]]

7
- 0001124147
- (1986) J. Org. Chem. , vol.51 , pp. 723
- Hayashi¹ Yamamoto² Hagihara³

10
- 84985240041
- Biologically active glycosides from asteroidea, XV. Asymmetric synthesis of phytosphingosine and phytosphingosine anhydro base: Assignment of the absolute stereochemistry
- (1988) Liebigs Annalen der Chemie , pp. 619
- Sugiyama¹ Honda² Komori³

13
- 0000415040
- Optical resolution of 2-amino-1,2-diphenylethanol by preferential crystallization and its utilization in fractional crystallization and enantioselective reduction of prochiral ketones.
- (1982) Bulletin of the Chemical Society of Japan , vol.55 , pp. 1568
- Saigo¹ Ogawa² Kikuchi³ Kasahara⁴ Nohira⁵

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