Rapid access to polyketide scaffolds via vinylogous Mukaiyama aldol reactions

Jorma Hassfeld; Mathias Christmann; Markus Kalesse

doi:10.1021/ol016677o

Rapid access to polyketide scaffolds via vinylogous Mukaiyama aldol reactions

Jorma Hassfeld
, Mathias Christmann
, Markus Kalesse^*

^*Korrespondierende*r Autor*in für diese Arbeit

Institut für Organische Chemie

Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review

Abstract

(matrix presented) The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described, Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin-Anh selectivity was observed.

Originalsprache	Englisch
Seiten (von - bis)	3561-3564
Seitenumfang	4
Fachzeitschrift	Organic letters
Jahrgang	3
Ausgabenummer	22
DOIs	https://doi.org/10.1021/ol016677o
Publikationsstatus	Veröffentlicht - 1 Nov. 2001

ASJC Scopus Sachgebiete

Biochemie
Physikalische und Theoretische Chemie
Organische Chemie

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10.1021/ol016677o

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abstract = "(matrix presented) The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described, Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin-Anh selectivity was observed.",

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