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Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes.
Org Lett. 2001 Feb 22; 3(4):573-5.OL

Abstract

[reaction: see text] With this communication we extend the methodology of proline-catalyzed direct asymmetric aldol reactions to include alpha-unsubstituted aldehydes as acceptors. This important aldehyde class gives the corresponding aldols in 22-77% yield and up to 95% ee when the reactions are performed in pure acetone or in ketone/chloroform mixtures. On the basis of these results we have developed a concise new synthesis of (S)-ipsenol.

Authors+Show Affiliations

Departments of Chemistry and Molecular Biology, The Scripps Research Institute, La Jolla, California 92037, USA. blist@scripps.eduNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

11178828

Citation

List, B, et al. "Proline-catalyzed Asymmetric Aldol Reactions Between Ketones and Alpha-unsubstituted Aldehydes." Organic Letters, vol. 3, no. 4, 2001, pp. 573-5.
List B, Pojarliev P, Castello C. Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes. Org Lett. 2001;3(4):573-5.
List, B., Pojarliev, P., & Castello, C. (2001). Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes. Organic Letters, 3(4), 573-5.
List B, Pojarliev P, Castello C. Proline-catalyzed Asymmetric Aldol Reactions Between Ketones and Alpha-unsubstituted Aldehydes. Org Lett. 2001 Feb 22;3(4):573-5. PubMed PMID: 11178828.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes. AU - List,B, AU - Pojarliev,P, AU - Castello,C, PY - 2001/2/17/pubmed PY - 2001/5/5/medline PY - 2001/2/17/entrez SP - 573 EP - 5 JF - Organic letters JO - Org Lett VL - 3 IS - 4 N2 - [reaction: see text] With this communication we extend the methodology of proline-catalyzed direct asymmetric aldol reactions to include alpha-unsubstituted aldehydes as acceptors. This important aldehyde class gives the corresponding aldols in 22-77% yield and up to 95% ee when the reactions are performed in pure acetone or in ketone/chloroform mixtures. On the basis of these results we have developed a concise new synthesis of (S)-ipsenol. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/11178828/Proline_catalyzed_asymmetric_aldol_reactions_between_ketones_and_alpha_unsubstituted_aldehydes_ DB - PRIME DP - Unbound Medicine ER -
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